Dr. Martine Rothblatt โ€” A Masterclass on Asking Better Questions and Peering Into the Future (#487)

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Identify the corridors of indifference and run like hell down them.

โ€” Dr. Martine Rothblatt

Martine Rothblatt (@skybiome) is chairperson and CEO of United Therapeutics, a biotechnology company she started to save the life of one of her daughters. The company offers FDA-approved medicines for pulmonary hypertension and neuroblastoma and is working on manufacturing an unlimited supply of transplantable organs.

Dr. Rothblatt previously created and led Sirius XM as its chairman and CEO and launched other satellite systems for navigation and international television broadcasting. In the field of aviation, her Sirius XM satellite system enhances safety with real-time digital weather information to pilots in flight nationwide. She also designed the worldโ€™s first electric helicopter and piloted it to a Guinness world record for speed, altitude, and flight duration.

In the legal arena, Dr. Rothblatt led efforts of the transgender community to establish their own health law standards and of the International Bar Association to protect autonomy rights in genetic information via an international treaty. She also published dozens of scholarly articles and papers on the law of outer space, resulting in her election to the International Institute of Space Law, and represented the radio astronomy communityโ€™s scientific research interests before the Federal Communications Commission.

She has bachelorโ€™s (communications studies, summa cum laude), JD (Order of the Coif) and MBA degrees from UCLA, which in 2018 awarded her its highest recognition, the UCLA Medal, and she holds a PhD in medical ethics from the Royal London School of Medicine and Dentistry. Her patented inventions cover aspects of satellite communication, medicinal biochemistry, and cognitive software.

Dr. Rothblattโ€™s recent books are on xenotransplantation (Your Life or Mine), gender identity (Transgender to Transhuman), and cyberethics (Virtually Human). She occasionally posts on Instagram at @transbinary and Twitter at @skybiome.

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The Tim Ferriss Show Transcripts: Harley Finkelstein โ€” Tactics and Strategies from Shopify, the Future of Retail, and More (#486)

Please enjoy this transcript of my interview with Harley Finkelstein (@harleyf), an entrepreneur, lawyer, and the President of Shopify. He founded his first company at age 17 while a student at McGill. Harley is an advisor to Felicis Ventures, and he is one of the โ€œdragonsโ€ on CBCโ€™s Next Gen Den. In 2017, he received the Canadian Angel Investor of the Year award and Canadaโ€™s Top 40 Under 40 award, and in 2016 he was inducted into the Order of Ottawa. From 2014 to 2017 Harley was on the board of the C100, and from 2017 to 2020 he was on to the board of directors of the Canadian Broadcasting Corporation (CBC).

Transcripts may contain a few typos. With some episodes lasting 2+ hours, it can be difficult to catch minor errors.

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform.

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Tim Ferriss: Hello, boys and girls, ladies and germs. This is Tim Ferriss. Welcome to another episode of the Tim Ferriss Show where it is my job to deconstruct world-class performers of all different types, to tease out the habits, routines, favorite books, and so on that you can use, cereal maybe, who knows, morning routines. 

My guest today is Harley Finkelstein. On Twitter @HarleyF. Harley is an entrepreneur, lawyer, and the Chief Operating Officer, that’s COO, of Shopify. He founded his first company at age 17 while a student at McGill. Harley is an advisor to Felicis Ventures and he is one of the dragons on CBC’s Next Gen Den.

In 2017, he received the Canadian Angel Investor of the year award and Canada’s Top 40 Under 40 award. And in 2016, he was inducted into the Order of Ottawa. From 2014 to 2017 Harley was on the board of the C100. And from 2017 to 2020 he was on the board of directors of the Canadian Broadcasting Company, CBC in other words. Twitter @HarleyF, Instagram @Harley. Harley, welcome to the show.

Harley Finkelstein: Hey, Tim. Thanks for having me. It’s a real honor to be on the show.

Tim Ferriss: I love interviewing my friends because it gives me an excuse to do a deep dive and interrogate in a way that would just be totally abnormal and maybe sociopathic over a dinner table. And I thought we would start with describing or explaining what Shopify is for those who may not know.

Harley Finkelstein: It’s interesting. I mean, Shopify has obviously grown considerably over the last couple of years certainly post IPO in 2015, people read about us more often. But I think most people know us as an ecommerce provider, an ecommerce platform, the place you go to build an online store. My version though of what Shopify is, is really a bit different than that. I think Shopify is the world’s first retail operating system and we can get into what that means at a deeper level. But fundamentally I think what we do is we enable anyone that wants to sell a product to do so whether that’s online or offline or anywhere else. And I think from a vision perspective where I’d like us to get to is I want Shopify to be the entrepreneurship company. I don’t think there’s been a company that’s ever been created that has been the entrepreneurship company and I think we probably have the best shot at that so that’s a bit how I see Shopify.

Tim Ferriss: And if we wanted to peg some numbers to that, any kind of stats or numbers, what can you share that would give people maybe an infographic of the mind, an ideal of the scale and scope of what we’re talking about?

Harley Finkelstein: So we currently have over a million stores on Shopify, so a million businesses, a million brands host their commerce on Shopify. The majority of those brands would self-identify as small businesses and some of them that were small grew into be really, really big businesses, the Allbirds of the world or the Bombases of the world, or the Gymsharks of the world or the Fashion Novas. But for the most part we have a million stores on the platform. And if you were to pretend for a second, we’re not a retailer but if you were to pretend just for a moment that Shopify was a retailer, we would be the second-largest online retailer in America after Amazon.

And the reason I mention that is because one of the things that has happened over the last couple of years as we’ve grown and have become, for a lot of people, the default commerce platform, we’ve been able to aggregate a ton of the stores to get economies of scale, which we then give to entrepreneurs and help level the playing field. And you and I have spent countless hours talking about what it means to level the playing field for entrepreneurs. And in terms of the company, it depends on the day you look we’re a publicly-traded company, our market cap is above a hundred billion which still sounds unbelievable to say and something that is amazing. We have about 6,000 employees across 17 offices all over the world and in Q2 of this year, so this past quarter, we’re talking 2020, our merchants sold about $30 billion worth of products on Shopify. So, that’s some of the high-level stuff.

Tim Ferriss: All right. So, we’re going to stay on the present tense for a little bit, and then we’re going to zoom past tense. Present tense, or I suppose this encapsulates any period of time really but what books have been most formative for you in your business journey with Shopify and/or what have you gifted the most to other people, what books?

Harley Finkelstein: One of the books that was suggested to me early on in my Shopify journey was High Output Management, which is the Andrew Grove book, who had obviously built Intel and had done an amazing job. And one of the reasons that it was recommended to me was it seemed to cut through a lot of the BS of most business books. For better or for worse I went to business school and we can talk about education stuff. I actually found law school to be 10X more valuable and instrumental for my journey as an entrepreneur in running a big company but I did go to business school. The business books that they naturally give out I thought were full of platitudes and full of things that I just didn’t find very wise. Whereas I found High Output Management to be by far one of the greatest books. And then actually I think Ben Horowitz’s book The Hard Thing About Hard Things is almost like a modern iteration of High Output Management as well. And that’s been another big part of things that have been valuable to me in my own career.

That said, we are in the middle of a global pandemic, and one book that I recently re-read that I know that you know about is Taleb’s book Antifragile. And the reason I’ve found it incredibly valuable to reread it is it feels like we’re in a time of great breakage, of great change. And it feels to me like what is emerging through this global pandemic are two types of people and two types of entrepreneurs and two types of individuals which is those that are resistant that are waiting for things to go back to the status quo that are looking forward and anticipating when normalcy will return. But then there’s this whole other cohort of people, a whole other cohort of businesses even, who are resilient, who are not waiting for the status quo to return but rather are thinking about how they can use what is happening as this incredible catalyst to change everything and to pivot and to adapt.

And the neat part about Antifragile is it talks about obviously the two main systems being robustness and fragility, but then Taleb introduces the third system, of course, which is antifragile where things actually get better, stronger as they break, like the immune system for example. And I’ve just found that to be an amazing book for the current time we’re living in right now. That you can take two people in the same circumstances and one just resist and the other simply is resilient about it and that book just encompasses that.

In terms of the book that I’m reading right now is I’m actually reading, this a shocking but I’m reading my first fiction book ever. I’ve never read fiction in my whole life, I just wasn’t into it. And I know it sounds so crazy but it’s not where I get — I usually read in order to get smarter or to understand a particular thing better, whether it’s biographies or it’s a business book or just a generally fascinating book about an interesting, true story. And I’m actually reading The Alchemist right now and I know that’s a book you know well. And it’s amazing because the relationship that I have with reading The Alchemist relative to reading a book that where I’m highlighting, I’m trying to digest, I’m trying to reflect on it, is just completely different and it’s actually a lot more enjoyable.

Actually, one of the books that I’ve given out the most, it’s probably not the book but in the early days of Shopify I probably gave out 100 copies of The 4-Hour Work Week. And I’m not saying that to flatter you and we’re already friends I don’t need to flatter you.

But what I would say though is the reason that book was so important was because in 2010 the idea of a side hustle or the idea of a hobby project that eventually gets commercialized was just not in the ether, it was just not in the atmosphere. And this idea that you can actually build systems to allow you to run a business concurrently with doing anything else that you’re doing whether you’re in school or you have another job that was somewhat foreign. And yet I knew that if we encouraged more people to experiment with side hustles it would lead to entrepreneurship and hopefully it would eventually lead to them using Shopify. So certainly that was an important book in my life but also in Shopify’s life.

Tim Ferriss: Well, you’ve alluded to something we will spend time on which is the current state of affairs and the future of retail. Because in some ways it seems like many trends that may have been projected for 2030 have been pushed to the front of the line of very, very quickly so things have been compressed. So I want to ask you about the future of retail but before we do I want to talk about the past of Shopify and I thought maybe a useful way to frame that or just a fun way to frame that would be number one can you repeat the number of employees and market cap of the company right now depending on the day obviously, but give or take?

Harley Finkelstein: About 6,000, I think we’re over 6,000 employees and market cap is a hundred and something billion depending on the day. I think it’s around $120 or $130 billion.

Tim Ferriss: And when we first met, how many employees were there and what was the market cap, so to speak?

Harley Finkelstein: We first met in mid-2010. We had probably around a dozen people at the company in total. And I think we had just, either had just raised or about to raise our series A.

Tim Ferriss: Just about to raise.

Harley Finkelstein: I think we were just about to raise our Series A and I think our Series A was, I mean it was sub $50 million, I don’t remember the exact number but it was definitely sub $50 million. So, I guess a lot has changed from our original encounter Tim to now. And wow yeah I think when you put it in that perspective with that type of delta it does seem quite incredible.

Tim Ferriss: And so I think this is a good time to just say, and of course I’ve said this before, and you and I have shared a lot of tacos and not a small quantity of tequila on occasion, but I just want to say publicly that it has been such a joy to see you and your family and obviously your close friends like Tobi and so on, the entire team but since I know you personally just to see you do so well has been so fun and such a joy for me. And just like you’re not blowing smoke up my ass you know this isn’t me blowing smoke up yours although I do wonder where that comes from. But not losing my train of thought it couldn’t have happened to just a nicer group of people. I really feel that way and I just want to congratulate you. It’s been awesome to watch in the very literal sense of awesome so well done.

Harley Finkelstein: I appreciate you saying that. It’s been the journey of a lifetime and there is not a second that goes by that I take any of it for granted. I think that part of the story is that we’ve built something special and meaningful and valuable to the world but also we’ve done it — Tobi likes to say that we are on a journey doing difficult things with friends. And I think there’s nothing better in the world of doing things that are difficult and challenging with people that you deeply like and you deeply respect. And the cool part about it is a lot of the friends we had in the early days like you, for example, you’re still part of the story today. I mean, you and I talked earlier today unrelated to this podcast but something totally different related to your business and our business and finding a connection point and helping each other.

That type of community, people talk a lot about their group of friends or their community, people they spend the most amount of time with but there’s also a peer group at a company level. I think that tends to get lost because most companies as they grow and especially historically if you study founders going back a 100 years at some point there is this natural graduation where someone decides it’s time to bring in the “adult supervision” or something like that and you lose the connection with the founding story. But because for the most part, those of us that are still at Shopify today are still the same group that were there in the early days we’ve brought each other along with us, and we’ve brought our friends along with us also and it’s made for a much richer experience. It’s made for a much more meaningful journey when you do it with people and you grow together.

Now, obviously, the flip side of that is in order to do that every single person, particularly on the leadership team, has to requalify for their job every single year. And that is difficult in year one and year two, it becomes incredibly difficult in year 10, year 11, and year 15, where the stakes, the challenges, the opportunities are all so much bigger. But I think for the most part we’ve all focused on requalifying for our job and also keeping our I don’t want to say modesty but just staying grounded in this whole thing and realizing that we’re the same folks who were there at the beginning. And in that way, it’s just been a really awesome experience for us.

Tim Ferriss: Well, you guys are still nice Canadian boys.

Harley Finkelstein: Maybe it’s a Canadian thing, maybe the only reason we’re nice is because we’re Canadian. And I can tell you that there are some challenges that come with the Canadian thing as well. There’s a lot of great advantages. There’s something called the tall poppy syndrome here in Canada, which is you don’t want to grow too tall because someone’s going to chop you down. And you do feel that from time to time but for the most part building a company outside, a tech company outside of Silicon Valley I think has been incredibly valuable to us.

Tim Ferriss: I’m going to bookmark a bunch of things here. So I’m going to bookmark outside of Silicon Valley because most people do not think Ottawa when they think of one of the largest tech companies in the world for instance. And then I’m going to bookmark tall poppy syndrome, we will probably not come back to that so it’s more of a note for myself, but I didn’t realize it was an issue in Canada as well. It’s an issue throughout the entire Commonwealth. This is an issue and an expression that you hear in New Zealand, a little bit less so in Australia, but certainly tall poppy syndrome you hear about quite a lot in places like New Zealand. Let’s also bookmark requalifying for the job, we’re going to come back to what that means. And I’m going to go further back to law school, you said something about law school. Now, I’m going to get the pronunciation incorrect possibly. Philip Rimer, is that his name?

Harley Finkelstein: Wow. You’ve done your research, Jesus.

Tim Ferriss: I have, I’ve got a full dossier. I’ve got a full dossier. So who is Phillip Rimer and why is he relevant?

Harley Finkelstein: Yeah, so I was born in Montreal in Canada, lived here until I was 13. When I was 13 there was a referendum in Canada, in Quebec where I lived, where Quebec as a province wanted to separate from Canada. And the referendum never actually went, the referendum never resulted in a separation of Quebec from the rest of Canada, but it created a really tense environment particularly for anglophones living in Quebec. And so when I was 13 my family decided to move down to South Florida. And so, I went to high school in South Florida and then after high school I — 

Tim Ferriss: Can I pause you for a second?

Harley Finkelstein: Sure, absolutely.

Tim Ferriss: I actually didn’t know this piece of the puzzle. How on earth do you choose South Florida?

Harley Finkelstein: If you’ve ever been to Montreal, it’s the most amazing city in the world. It feels European almost but it’s in Canada which is a wonderful country but it’s cold as hell. And Februarys in Montreal are notoriously bad because it gets dark very, very early, the number of sunlight hours is very small. And it’s not just February, I mean it’s basically January until the end of March. And I think my parents as they were deciding where they possibly could move to I think it was going to be somewhere warm. And so it was a combination of staying on the east coast, EST time zone, and the fact that we had some friends and family that had been living there already. And so, they just decided, “Let’s go somewhere hot.”

And so yeah, we moved down and this is probably 1996, moved down to South Florida. And then after high school, it was time for me to consider where to go to college. And my parents didn’t have very much money and so if I were to go to a US school, it would have required me to take out some sort of student debt. But because I was born in Montreal, McGill University, which is a great school, had offered basically me in-state tuition and it was like $1,800 a year. And I loved Montreal, McGill was a great school, and it was $1,800 a year. And so my parents were like, “You’ve got to go to McGill.” I get to McGill in September 2001 and 11 days later September 11th happens, stock market crashes, things get really, really bad and my parents lose everything. I mean, we lost our house, we lost everything. We didn’t have a penny to our name.

Tim Ferriss: Why is that? That’s because of the equity markets?

Harley Finkelstein: My dad was just over-leveraged for the most part. He was doing things he probably shouldn’t have been doing. And he just did stuff that was just highly correlated to the equity markets doing well, and when the equity markets fell apart things fell apart for us. And my mom called me and said, “Hey, you’ve got to move back down to Florida because there’s no way you can stay in Montreal. We can’t give you money. Just come back down here and we’ll figure it all out.” And I was 17 years old when I started McGill, I was a bit younger than my peers.

I loved Montreal, I love being on my own. And so I basically told my parents, “Hey, I’m going to stay here. I’m going to figure this out on my own, and I’m actually going to also try if I can to help the family out as well.” I have two much older sisters, so I thought, “Okay, I’ll figure this out on my own.” And I tried my hand at a bunch of stuff. I worked at a travel agency. I’ve been a DJ since I was a kid, so I deejayed parties and events and weddings and anything that — 

Tim Ferriss: And bar mitzvahs.

Harley Finkelstein: And lots and lots of bar mitzvahs, like 300 bar mitzvahs as you know, we’ve talked about that a lot. And so, I deejayed, I was working at a travel agency trying to go to McGill and it just wasn’t working. There was no way for me to make enough money that I can still have a full-time classload and curriculum and also help my mom and dad and sisters and also pay my bills and stuff. And a friend of mine just was on student council at McGill and said, “Hey, just so you know, if you’re looking to start a business, one business that is interesting is that McGill University spends $25,000 every semester on promotional t-shirts, the stuff that you see in the bookstore, the stuff you get in your orientation bag that says “faculty of science” or “faculty of arts” or whatever it is. Hey, if you want to start something, that might be an interesting thing to start.”

And Montreal has historically had this incredible, they call it the schmatta business but it’s basically the apparel industry. You have companies like Buffalo and American Apparel and Paris Sukkot and countless other companies have all been created from Montreal. There’s a very well known, well-developed clothing, business, and clothing industry. And I thought, “Okay, cool. Well, let me just…”

Tim Ferriss: What was the colloquial name for it?

Harley Finkelstein: Schmatta business.

Tim Ferriss: Is that Yiddish?

Harley Finkelstein: Yeah, it’s a Yiddish term that basically means clothing. And part of it was Montreal was an absolute immigrant town. My family came to Montreal from Hungary in ’56. But it’s an immigrant city and so the neat part about the apparel industry or the schmatta business was that it had a low barrier to entry, so you can start a business with little capital. And I had little capital but I have this one piece of insight, which is McGill University, where I go to school, needs t-shirts every semester. And my feeling was if I presented them with a compelling proposal, good prices, and I was also a student there, how could they not give me the order? And I spent the next two to four years, I guess two years until it took off but four years in total selling t-shirts all through undergrad to almost every university across Canada.

Tim Ferriss: So it worked?

Harley Finkelstein: Well, it worked to some extent. It worked that it allowed me to pay my tuition, it allowed me to help my mom and my dad and my siblings. It helped sustain me so I can finish undergrad and not have to move to part-time classes. What it didn’t do though, and this is where Phil Rimer enters the picture, one thing that has been really valuable to me growing up was I was always able to have this group of mentors in my life. And I know you talk a lot about mentors and we’ve talked a lot of mentorship but I’ve always had these groups of people in my life who I just really admire for totally different reasons and I’ve taken this pretty far.

Lindsay and I got married in 2013. Basically six months prior to getting married, there were three people that just seemed to have the greatest relationship to their spouse, and I called them and said, “Hey, tell me about being a great spouse.” I did the same thing for being a dad, I did the same thing in a bunch of different aspects of my life. But when I was starting out in entrepreneurship at McGill, one of the people that I contacted was this guy, Phil Rimer, who was just a friend of my parents who it turns out wasn’t even that close to my parents, but he just, he always seemed to every time I met him or encountered him we always had these really interesting conversations about business. And he would teach me things like the difference between the debt side and the equity side of a balance sheet and he would teach me the idea of investment and taught me about equity markets and stocks. And he would explain it in just this very simplistic, digestible way.

And so, like I did throughout my undergrad years I called Phil towards the end of my undergrad and said, “I have this little business, it does well, I think I’m just going to continue building this business.” And his insight was, “In the same way that you were able to disrupt a bunch of existing incumbents selling university’s t-shirts across Canada anyone can disrupt you. You do not have what Buffett would call a โ€œmoatโ€ around the business. There is no competitive advantage here. And so eventually, this business will not become anything, it won’t become that big, and it’s going to be a grind for you time and time again because there is nothing that you have that is proprietary. And there is nothing that you have that is special other than the fact that the people buying t-shirts from you are students and you’re a student so you have that connection with them.” But that was it.

And his proposal or his idea was: “Have you thought about going to law school?” And I was like, “No, I don’t want to be a lawyer. Why in the heck would I go to law school?” Anyways what he did was he said, “Look, next year I’m teaching law at the University of Ottawa.” And I mean he’s doing it part-time, he’s a big partner at a big law firm here in Canada. And he said, “I think law school would be like finishing school for you. It would be like etiquette school for you to be a better entrepreneur.”

Tim Ferriss: The Downton Abbey of entrepreneurship.

Harley Finkelstein: Yeah that it would teach you how to write, how to think critically, how to debate, how to argue. It would teach you how to read 4,000 pages and pick out the one line, they call it the ratio decidendi, the one line that matters in any court case. You’ll be able to pick that out of 4,000 pages. And he convinced me that that actually would be an incredible advantage in my career to become an entrepreneur. And so, I applied to one law school on the advice of this guy, Phil Rimer, and I got in at the University of Ottawa, and I moved here in 2005.

Tim Ferriss: Now you, I suppose, hinted at what you gained from your law education. What would you say — you mentioned a few things that he speculated you would learn. Were the most valuable things you learned those? Were they other capabilities or skillsets? What were the main things you took away from that? And I should say also as a side note that many, many successful entrepreneurs have law degrees but didn’t practice law, Peter Thiel, Chris Sacca both billionaires who have been on the podcast among them. So, that is one common thread that shows up now and again. But what were the most valuable things in retrospect that you gained from that experience?

Harley Finkelstein: Are you familiar with the Socratic method? Do you know that term?

Tim Ferriss: I do have some familiarity with the Socratic method, but if you could explain it if that’s going to be part of the answer.

Harley Finkelstein: You’ve studied Socrates and some of his work so I assume there’s origins there, but law school uses the Socratic method, which at least the iteration of it in the law school that I went to was they would ask, the professor at the front of the class would ask a question and would randomly call out somebody’s name. And if you answered it correctly you did well and if you didn’t answer it correctly or you weren’t present you would do poorly. Attendance mattered which was very different than my undergrad. And one of the things that, this is such a strange takeaway from law school, but the Socratic method made me really, really good at thinking on my toes. It forced me to [understand] that you couldn’t read every single piece of assigned work because, by the nature of law school, a lot of the intention is to overwhelm you with content and readings and work so that one, you can get ready for the practice of law in the corporate world I suppose, but also, they wanted you to be able to start making good decisions about how to acquire information in the most effective way.

The Socratic method for me was incredibly valuable because it meant that if I was given three cases to read, and one of the cases was 1,200 pages and I can’t read that in 24 hours, I would have to understand how to get the information, how to acquire the information in such a way that I could regurgitate it or I could repeat it if I was called on. But not know enough about it that if I didn’t get called on it it would prevent me from doing well in another class who also used the Socratic method. And that ability to quickly stay on my toes and be ready at any moment to answer a question in a way that provides the professor with the information or to substantiate that I know what I’m talking about but didn’t necessarily require me to spend all of my time perpetually studying, that actually was one of the most valuable things.

So I would say that in the second thing is writing. In Montreal I went to a Jewish private school and in the States I went to a very large public high school and it was a really good public high school. But I got to school, I went to McGill for undergrad and I had never really learned how to write really well. And I only realized that in law school. I only realized in law school that I was able to write a lot but it took me a long time just to get to the point.

And that actually was another major piece of, it was shaped as a pedagogical learning but it wasn’t actually pedagogical, it was super practical that it taught me how to very quickly reply and quickly think on my feet or on my toes but it also taught me how to write really, really well. And for those things alone, I wouldn’t change it for anything in the world. Which is very, very different than — I don’t want to slam MBAs, but I did a joint law MBA so I also went to business school. Whereas the MBA was entirely case-study based most of the case studies I felt were not even steeped in any type of reality. I did not find that to be at all valuable relative to my law degree to run a company like Shopify today.

Tim Ferriss: So I want to follow up on the Socratic method or acquiring the information that you need without digesting the 1,200-word tome. There are different aspects of the Socratic method so I’m actually in luck with this conversation because about a week and a half ago I read Socrates in 90 Minutes, which is part of a series of books, they’re very fun, very opinionated. So you have Wittgenstein in 90 Minutes, Plato in 90 Minutes, and I think there are somewhere between 10 and 20 of these volumes and they’re very quick to digest as the titles would imply. But I’m going to read just briefly for folks a description of dialectic from Wikipedia, and here’s what it says. “The Socratic dialogues are a particular form of dialectic known as the method of” — and here you can probably correct my pronunciation, but “elenchus,” E-L-E-N-C-H-U-S; I don’t know if that is from Latin or elsewhere — “(literally, ‘refutation, scrutiny’) whereby a series of questions clarifies a more precise statement of a vague belief, logical consequences of that statement are explored, and a contradiction is discovered.”

So this is I think a different aspect than what you’re talking about. So I’d love to hear you perhaps give an example of how you would tackle fixing that impossibility of reading the 1,200 pages, what approach you might take. But I want to point out for people listening also if they haven’t done any type of debate, which by the way is something that if you ever see Peter Thiel on stage, you will realize he has a lot of training, and even if he is not able to review a lot of materials beforehand. And part of how you can be effective in debate is by asking people to very clearly define the words that they’re using, very clearly give examples or definitions of their positions. Because most people come into battle so to speak if we’re talking about debates with very unclear assumptions and so you can effectively in the realm of debate lead someone to defeat themselves before you ever take a counter position, if that makes any sense

Harley Finkelstein: Totally does and actually it’s the best way to defeat them because then actually it’s basically it’s unforced errors as opposed to forcing them to make an error or to make some sort of mistake. The way that it worked at least in my law school but I think this is the case in most law schools is that the teacher would ask a question randomly to a student and say, “Mr. Finkelstein, tell us about this particular case.” And then what he or she would do is they would ask question after question which helped them substantiate whether or not I understood the case itself.

So for example, “Hey, what’s this case about?” I would say, “Well, this is a tort case for example and someone fell on someone else’s property.” “Okay well, why is this controversial?” “Well, the reason is the property that they fell on wasn’t actually the homeowner’s property it was city property.” “Well, okay.” And I always tried to work backwards from what is the actual thing that the teacher wants to teach right now. It’s not necessarily about the property, it’s not about the fault, it’s not even about the tort itself, it’s about some other thing that the professor believes will be valuable for these students to go off with after this.” And usually it’s something that is far more universal and far-reaching than just, “Well, this is how the case ended.”

And so, what I tried to do constantly was, okay this case X versus Y here fundamentally the professor wants to get to the point where we can have a discussion about city land. And so, how do I go from the overview of the case to discussion with city land and through that questioning and through that critical reasoning and critical debate? I was able to draw some sort of almost literally a map between that initial question to the final question. If I was able to get that, none of the other details really mattered. The problem was not all teachers were consistent in that way and some professors didn’t actually think critically about what the lesson was, not all professors are at the same level. Some are bad professors, frankly. At every school, not everyone’s going to be the greatest professor of law at every single school. And so I’d figure it out that this is where the professor wants to get to; let me simply reverse-engineer the line of questioning to get there. And if I knew that, I satisfied myself that that was a sufficient amount of studying to not get called out or not to get a bad grade.

Tim Ferriss: Let’s say that you are designing a curriculum or giving assignments, could be reading books, could be resources, could be any type of homework assignments for someone who wants to acquire some of the most valuable skill sets you were able to develop through law school, without going to law school.

Harley Finkelstein: I need to research this because I forgot the name of the book. I think it’s called The Elements of Style. There’s a book called The Elements of Style, I think that’s what the book is called here.

Tim Ferriss: Yes. Strunk and White?

Harley Finkelstein: Yeah, exactly. That’s right, Strunk and White. Frankly, everything I learnt in law school from a writing perspective, The Elements of Style would have taught me already. I think it was written in the 1920s. Yeah, 1923.

Tim Ferriss: Very short book.

Harley Finkelstein: I think it’s 60 pages or something.

Tim Ferriss: 43 pages.

Harley Finkelstein: 43 pages.

Tim Ferriss: Published in 1918.

Harley Finkelstein: Wow. Yeah. If I didn’t go to law school, but I want to replicate some of those learnings, some of those lessons, The Elements of Style was a big one. That would be first. The second thing that actually it did was, we had a lot of guest lecturers in law school and I went to law school in 2005, YouTube was probably around. It wasn’t necessarily as popular as it was now, but one of the things that the professors did, and I think a lot of law schools do have this type of dynamic where they bring in guest lecturers. When you bring in someone, this is why I love podcasts so much, or interviews for that matter so much is because, when you bring in someone who’s written a book and you give an hour of their time and you ask questions about the book, you tend to very quickly get to the part of the book that they loved writing the most. Not always, but that tends to be the major takeaway.

And if there’s 12 chapters, usually the writer or the author in this case, legal textbooks, the legal scholar on the topic will very quickly get to, “Okay, forget all of that. Here’s what I want to talk about today.” And that, I think, you can replicate without going to law school simply by watching great podcasts and great interviews and just really high-quality conversation. And probably the third thing is, you had sort of said this earlier, but we did moot court, M-O-O-T, which is effectively like debates. You’re pretending like you’re in court. There’s a judge, there’s a jury. There’s two sides of a particular argument and whether it’s debate or it’s moot court that has been instrumental in my life. I loved moot court. I did quite well. I was able to compete with other schools and people in different countries. Whether it’s debate or it’s moot court, or it’s any way that you actually can get into difficult discussion where the other party is not only looking to be right, he’s he or she is looking to prove that you’re wrong. Man, I think that is incredibly instrumental.

Tim Ferriss: Yeah, for sure. To build on a few things you said, along with The Elements of Style, there’s a great book called On Writing Well, by William Zinsser. Z-I-N-S-S-E-R, it’s a classic. It’s a bit longer, 300 and some odd pages, but I found it incredibly helpful for removing ambiguity and what one might call in the legal profession, puffery, maybe not in Canada. But in the US.

Harley Finkelstein: Yes. No, totally.

Tim Ferriss: I’ll give an example. If you have ever bought a shampoo that says “increase vitality” or “hair volumizer,” these are words that have no meaning. They can’t have a meaning because that would then be a structure or function claim. And it would require all sorts of other regulatory hurdles for an over the counter product like that. Or “toning,” in the realm of exercise, that does not have any physiological meaning whatsoever.

And to help clean up, declutter your mind of these types of words or any type of bloat, these types of books are super helpful. Furthermore, one thing you can do, and I’ve done this before with my own writing is to ask friends or to hire someone like a star law student, they don’t have to be a lawyer, to edit your writing. And they could be arbitrary writing assignments, it doesn’t matter. Make it an assignment for yourself, if you have the budget or the access, or the ability. Three pages a week, you have a three-page assignment every week and you have someone with legal training, go through it, to redline the shit out of it because they will identify anything that were in a contract, let’s just say, would immediately get spotted by one side or the other, because it’s unclear. And if you need something to be defensible or to withstand scrutiny of the court, you’ve got to ferret that shit out right away. And it’s super helpful.

Harley Finkelstein: It’s funny. I’m just reading, Stephen King wrote a review of Elements of Style. And this is a funny review that he’d wrote. He said, “There is little or no detectable bullshit in that book. (Of course, its short; at 85 pages, it’s much shorter than this one.) I’ll tell you right now that every aspiring writer should read The Elements of Style. Rule 17 in the chapter titled Principles of Composition is ‘Omit needless words.’ I will try to do that here.” That’s his entire review of the book.

Tim Ferriss: Yeah. I have another one next to me, just for nerds who want to really go crazy. Literally a book that I have with me today called Draft No. 4: On the Writing Process by John McPhee, M-C-P-H-E-E on the writing process, which if you really are a nerd and want to study structuring, how you structure a piece, that’s a really excellent book as well.

Harley Finkelstein: Awesome. Yeah.

Tim Ferriss: Before we move on from books real quick, you mentioned The Alchemist, Paulo Coelho. Two things on that. Number one, for people who don’t realize, yes, that book has sold something like a hundred million-plus copies in many languages. It was a complete failure in the beginning. It was rejected, it was pulled from circulation. And Paulo has been on the podcast. I want to make one fiction recommendation to you, and that is Dune by Frank Herbert. And I think it will go right up there next to the Horowitz book and next to Andy Grove in terms of maybe not management, but leadership books. I think you’ll be very impressed with it. Let’s come back to your job. What do you do at Shopify, Harley?

Harley Finkelstein: My official title is Chief Operating Officer. And from a sort of divide the world and conquer perspective, I look after more of the business side of Shopify, the commercial side of the business. But actually, we talked a bit earlier, but this idea of requalifying for your job. Part of that annual requalification that I’m trying to do each and every year is to also understand how to add the most amount of value. And one of the things that I think is really important in the early days of any company, and actually it’s super important as a company ages, but certainly in the early days where you don’t have 6,000 people, is to figure out, okay, what are the ways I can add value. Things that only I can do, things that have the greatest impact, things that I enjoy doing.

And the one common thread or common theme, I’ve been at Shopify for more than a decade and I’m 35. Almost a third of my life I’ve spent at Shopify, which is crazy, but those are the numbers, has been how do I get more people to understand what we are doing? How do I properly story tell why Shopify is so damn special? And obviously, it’s much easier for me to do that today than it was for me to do in the early days. Although we should talk about Build a Business because probably the first real storytelling opportunity that we did as a company was Build a Business, and you were the co-founder of Build a Business; we can get to that later. But I would say today, my job is, besides the storytelling thing, it’s bringing on some of the brightest, sharpest humans on the planet to Shopify and then making sure they absolutely have no roadblocks or constraints in their way so that they can do their life’s work with us together. That sounds a little bit Mother Goosey, but that’s truly how I spend my time.

Tim Ferriss: That’s a great adjective. I am going to use Mother Goosey in the future. Storytelling is important, persuading is important. That’s another skill you were able to practice in law school. And that applies in the Build a Business competition, which we’ll get to, also applies in fundraising. Also applies in perhaps telling your own story to other people you meet along the way and let’s go way back. And I would love to hear you describe how you first met Tobi. Who is Tobi? How did you guys first meet and how did you become involved with this whole shebang?

Harley Finkelstein: I mentioned earlier, 2005, I moved to Ottawa on the advice of this guy, Phil Rimer. And when I got here, I did not know a soul. I had never even been to Ottawa before, Ottawa was the capital of Canada. It’s between Montreal and Toronto, which are two of the major cities in Canada. I arrived here and starting law school and I have no friends, I have no family here. One of the things that was really valuable to me in Montreal when I was going to McGill was my tribe. The people that were sort of my people, my community, people that I hung out with, were also entrepreneurs. And that happened sort of organically that I just met other entrepreneurs and we became really good friends. And it just worked.

And I began to believe that in order for me to find my new tribe, my new group of people in Ottawa, I needed to figure out where the entrepreneurs were. And I just called a bunch of random business incubator type organizations, one was called Invest Ottawa. And I just asked around where the entrepreneurs hung out. And someone said there was a group of entrepreneurs that hang out every Friday night in this coffee shop in Ottawa called Bridgehead.

Tim Ferriss: Like the Parisian poets.

Harley Finkelstein: I guess, yeah. It’s far less sophisticated than that and certainly far less glamorous. But I was told that these guys hang out at this coffee shop. And I walk into this coffee shop and it was a group of five or six people. And some of these people, it was Luc Levesque, who created TravelPod, who then went and built Messenger Kids at Facebook, he actually just recently joined Shopify. There was Sam Zaid from Getaround, which is a San Francisco startup. Aydin Mirzaee, who did FluidSurveys, he’s now doing Fellow. And it was Tobi, and Tobi was an immigrant to Canada. He’d moved here a couple years prior to that from Germany. He moved here because of Fiona, he met a girl who’s now his wife and he moved to Canada. And he initially, because he couldn’t work, he couldn’t get a job. Someone told him that without having your social insurance number in Canada, you couldn’t get a job, but you could start a business. And entrepreneurship was a thing that you can do without having any type of permits to be living here, any type of permanent residency.

And he sought out to try to sell snowboards on the internet and built a company called Snowdevil. And at the time, this is like 2004, there were two ways to sell something on the internet. The first way was, you paid a million dollars to some sort of enterprisey type of company, Oracle or IBM or SAP, or just these big enterprise companies. And they would do this big, massive insulation for you for ecommerce, but it was really expensive. On the other side, you could use and sell yourself on a marketplace like eBay or any marketplace that allowed third-party sellers at the time. And even though that was inexpensive, it effectively meant you’re renting customers from that marketplace. You never actually own your own set of customers. And so Tobi being Tobi, and being this incredible software product genius, and I say that — you know him, so you know that that’s completely accurate.

Tim Ferriss: Yeah, that’s not an exaggeration.

Harley Finkelstein: That’s not an exaggeration at all. He didn’t like those two options. And so we created a third option and he wrote this piece of software. He was using a new coding language at the time that was incredibly contemporary called Ruby on Rails. He was one of the core members of Ruby on Rails. And he wrote this piece of software to sell these snowboards. And he had a really good snowboard business, Snowdevil. it was a really cool business, but eventually as the summer came and people were not buying snowbirds anymore, he had a decision to make. Either he would start selling skateboards or something for the summer, surfboards, or he would take the thing that he had built for Snowdevil and allow other people to use it to build their own online stores.

And he decided to do the latter and focus on the software side. The snowboards were a good idea, but he really believed the software side of it was a great idea. And he created Shopify and this idea was anyone that had a product to sell was able to use Shopify and very easily set up a beautiful online store. And I was one of the first people that used Shopify. I met him at this coffee shop. I told him that I was looking to move my t-shirt business from a wholesale promotional business, which required face-to-face engagement into more of a virtual business that would run while I was sitting in tax law and in my classes in law school. And I became store 136, I built a little store called Smofer. S-M-O-F-E-R. Yep. That’s true.

Tim Ferriss: What the hell is smofing?

Harley Finkelstein: This was sort of the time Zappos and Google and a lot of the company names of that vintage were made up words, the next iteration was the ify vintage and the next iteration was the .io vintage. But this vintage, when I started, it was just a lot about finding random words and the URLs and .coms were available. I started this little t-shirt business called Smofer. It was a licensed t-shirt business, so I own the rights to some of the Marvel comics and DC comics and some of the rock bands licensing and just started selling these t-shirts on Shopify. And more importantly, or equally as important, the same time I really started to develop this wonderful friendship with Tobi.

You know us both really well. He and I are polar opposites in most ways. He is cerebral, I am incredibly extroverted, he’s a little bit less extroverted. I know you’ve referred to me as a power extrovert.

Tim Ferriss: A little bit less extroverted.

Harley Finkelstein: Significantly less extroverted than me. The way that he sees the world is very different than I see the world. And in many ways, we really connected on a mutual admiration and mutual love of entrepreneurship and company building and commerce, but we also enjoyed the differences of each other. When I was first setting up Smofer, I wanted him to waive the fees because he was a friend of mine and I thought he should waive the fees for Shopify. And so I would basically call him every single week and ask him to waive the fees. And I think eventually, he got so annoyed that he just made my store completely free. And years later of course, when I decided to join, he would say that I was this monster, and he made me his monster; I’m supposed to sort of be on the outside. But we became really good friends.

Throughout law school and business school, I was a Shopify merchant. I fell in love with Shopify. I thought, how incredibly democratizing is it that me, I was probably 22 years old at the time, some punk kid. I didn’t have that much money, I had enough that I was able to start a store, but not enough that I was able to do anything meaningful, that I was able to build a beautiful business while sitting in tax law class that was able to compete against the largest companies on the planet. The other folks that had the Batman Dark Knight license was Walmart in Canada. Literally, I was sitting in tax law class as a complete nobody and I was competing against one of the largest companies in the world. And I was only able to do it because of this piece of software. This software was just magic to me.

Tim Ferriss: Let me hit pause for a quick second. We’re going to come back to the magic of the software. I want to talk about how the hell you got the licensing agreement if you’re selling faculty of law, faculty of this, that, and the other thing t-shirts how did you go about getting the other license aside from Walmart to sell these?

Harley Finkelstein: The licensing world is really interesting because what happens is you have what’s called a master licensor who has the rights. And it’s not always DC or Marvel, or even some big company. It’s sometimes maybe based on some sort of legacy, yeah, like a legacy deal. Someone acquired the licenses a long time ago and has held onto it. But then you have these things called sublicenses. And what was neat about that was, there was no way that I was able to afford the license for any of these t-shirts or any of these logos in Toronto or Vancouver or Montreal. They were just too big of a city and they were too expensive, but there were all these, not even secondary cities, these tertiary cities or tertiary regions where no one had the license for it, and no one really wanted the license for it.

And my thinking at the time was, one of the shirts that did really well was when the Batman Dark Knight movie first came out. I think it’s around 2006 or 2007 at this time. I knew that I was able to acquire, for a limited period of time, the license for The Dark Knight Batman logo, which was the new franchise, it was getting a lot of attention. And I knew I was only able to afford to have that in particular cities that no one wanted it. what I tried to do is, I tried to find cities where there was a movie theater, but there was no shopping mall. And my hypothesis at the time was, kids and young people are going to go out and watch this movie and they’re going to come home, they’re going to say, hey, I want a t-shirt with Dark Knight on it. Where am I going to go to buy it?

Likely they’ll go to Google, they’ll type in “Dark Night t-shirt” and I can simply bid on the keyword in that particular geography because no one else was doing it at the time and Google AdWords was still fairly new and it would result in them eventually coming to my online store. I did not have the rights to sell this in any major city and frankly, any city with more than 100,000 people. But I had lots of small areas, geographies across Canada, where I was able to sell it to a very small demographic. It only lasted, I don’t know, two years or so before some big company came and bought all of these licenses and I wasn’t able to sell it anyway, but that’s how I did it. And actually, in hindsight, I never even thought of it in this way, but it was almost like licensing arbitrage where no one wants it here, but there’s value to it. But no one actually recognizes the value to it because they’re using a physical retail business case or business model for it. But if actually, if I’m selling it online, then who cares where they’re based? And that’s how it happened.

Tim Ferriss: That’s amazing. When did you, or I should say rather how, when is also pertinent, but how did you end up joining Shopify? What was the conversation or the email? What was the actual process?

Harley Finkelstein: Now you’re winding me up. After grad school, I moved to Toronto. I think this is how it works in the US as well, but after law school, in order to get called to the bar and officially to be a lawyer, you have to do this thing called articles, which is a 10-month program. You have to work at a big law firm or any law firm for that matter, but you have to work at an accredited law firm. You have to work as an articling student. And then after those 10 months, you write the bar exam and you get called to the bar and then you’re a lawyer. And that’s all, that process is finished.

I moved to Toronto in 2008, to article at a fairly large law firm in Toronto. And for the first time in my entire life, Tim, I realized what people were talking about when they were using expressions like “a case of the Mondays” or “TGIF,” or “living for the weekend,” that my entire life my relationship with work, whether it was deejaying or selling t-shirts or it was hustling through school plus also having an online store. My relationship with work was always that of one great passion, but also great love and great fun and I loved working. I found it very satisfying and I’d like the challenges of it. I’d like the satisfaction of learning new skills and that all went away at this law firm. Whereas entrepreneurship to me felt like a true meritocracy, law firms, and probably accounting firms too and some other sort of big companies like that, or industries like that, they’re all probably have this as well. It felt a lot more like it was all a bit legacy.

They wanted to know who I knew. They wanted to know how many years I’d been there. Because I was a first-year lawyer, I was being given work that was appropriate for a first-year lawyer, as opposed to being given work based on my capacity. I was told to do things in a certain way because that is what articling students do. And because I was a first-year lawyer, because I didn’t come from some fancy last name family, I didn’t necessarily understand how to do well in that environment. In fact, it completely depressed me. I didn’t like what work was becoming for me. My Sunday nights were the worst period of the week. I would get this knot in my stomach.

And what I loved about entrepreneurship was my Sunday nights always felt like my Friday nights. And I loved that about it, that Saturday morning or Monday morning, it all feels the same. Probably halfway into the articles, month five or six of working at this law firm, I called Tobi and said, I really want to join you. And at the time it was Cody and Daniel as well. And I really want to join you guys and help you build something big and meaningful and important. And it was mostly Tobi, Daniel, and Cody are three of the most brilliant humans I’ve ever met. They’re certainly on the technology side and the R and D side. And I felt I can come in and help on the business side. And that was that first call. And I think after I had to meet our original angel investor, it was a guy named John Phillips, who’s still on our board now. And I had to meet John in Toronto for coffee and I had to convince John that I was the right person for this.

And I think after trying to convince everyone over a matter of months, coupled with the fact that Tobi had already known me well, both as a friend but also as a merchant on Shopify, as a customer of Shopify’s, in early 2010 I joined the company. And I think my original title was VP Bus. Dev. and legal counsel or general counsel or something like that. And that was about 11 years ago.

Tim Ferriss: Wow. It seems like a lifetime ago. And we were talking about storytelling earlier. Let’s go back to some of the early fundraising because fundraising is a dance and the entrepreneurs make their pitch. And then depending on the dynamics of the deal, how many investors want in or not, the investors also have to make their own pitch as to why they should be part of the deal. And we spoke in brief about one before we began recording. That is, how certain investors were able to get on your cap table as they call it, becoming part of the equity structure of the company. But do you have any memories from the early fundraising days, whether it’s from the Shopify side of things, from the investor side of things, any particular items or memories stick out to you?

Harley Finkelstein: Yeah. Around the summer of 2010, we decided that it was time for us to raise our Series A. And that interest or that appetite to raise some money, it was based on the fact that we’d began to understand our business, not completely, but at a deeper level than I think we previously did. We understood what were some of the puts and takes of the company, how to spend a dollar here to make a $1.80 on the other side. And therefore, the more dollars we had on the left side, the more $1.80s we get on the right side. We also realized that we were doing this alone. We didn’t necessarily have too many folks around the table that understood our business and understood software as a service, as a business model, that understood retail and commerce. And it just felt like the timing was right for us to raise around.

The first thing we did was, we had asked ourselves, who are we already working with indirectly? Whose counsel are we already taking without even realizing it? And I think around the time, maybe a year earlier, Bessemer Venture Partners had written this white paper, which I think is still available online. It’s called The 10 Laws of SaaS Businesses and the white paper, it was great. It was important for a couple reasons. One, it gave us the nomenclature that even today we still run the business with, things like monthly recurring revenue and ARPU and customer lifetime value. And it provided us with a set of calculations and formulas that allowed us to know whether or not our business was healthy or not.

Tim Ferriss: Just a quick pause just for acronyms, for those who might not know, SaaS is — 

Harley Finkelstein: Software as a Service.

Tim Ferriss: Software as a service. ARPU, average revenue per user, is that right? Am I getting that right?

Harley Finkelstein: Yeah. And then customer lifetime value is CLTV. It was instructive, it was valuable. So funny enough, we were already working with Bessemer, even though Bessemer had no idea that we were doing this. Now, maybe this is an entire pitch, you see so much content coming out from the investment community, whether it’s white papers or blogs or podcasts, but in this case, it absolutely worked for us. It was incredibly effective because it showed us, wait a second, there is a venture firm out there. There are a bunch of partners out there who really understand our business at a very deep, sophisticated level. And we knew we wanted Bessemer around and they ended up leading the series A. A bunch of other people had heard we were raising and we got some inbound interest, which was really great. But there were two others in particular that really set themselves apart.

And one, I found out earlier today from you, actually, you have a connection to, I didn’t actually know this story until this morning. But at one point in the middle of the fundraise, in the middle of deciding what the round was going to look like, and who are the investors going to be and what the terms of the deal is going to be like someone showed up at our door in Ottawa. We were in this area called the ByWard Market in Ottawa, right above a restaurant. Wasn’t a necessarily fancy office, but someone showed up and his name was Aydin Senkut from Felicis. And he showed up. And I know now, if you want to do a deal, you show up.

But at the time, no one had really ever shown up at our door. Certainly not some well-known, highly respected investor from Silicon Valley who cut his teeth as an early employee at Google and had this great reputation, but Aydin showed up. Once you talk to him, you realize how smart this man is and how intelligent he is and how experienced he is, but just him showing up was such a wonderful, him and I talk about the story all the time now, because it’s just a great story, but that’s Aydin in a nutshell. Where others would write an email or phone you or want to do a video conference, his style is, you just show up. And he ended up coming to the series A, which I think and hope that was a really good investment for him. And FirstMark also, FirstMark Capital from New York also joined, same type of dynamic. They simply — Amish at FirstMark really just showed up and helped us the second we encountered them and that was our series A, it was a $7 million round. I think it was a $25 million evaluation, maybe 25 post. And that was our series A in 2010.

Tim Ferriss: Aydin, for people wondering is, A-Y-D-I-N last name Senkut, S-E-N-K-U-T. On Twitter is ASenkut and he’s an investor in lots of stuff. You’ve got Shopify, Fitbit, Pluralsight, Rovio, Notion, and many others, very successful, very nice guy also.

Harley Finkelstein: Here’s an interesting story about him. In the early days after he invested, one of the things we needed was, we needed a merchant that was going to sell it to scale because we needed to test the resiliency, but also the scalability of Shopify. And Aydin heard this and immediately connected us with Rovio. I don’t know if you remember this, but Rovio’s major hit is Angry Birds. Angry Birds was flying in, I think it was 2011 or something like that. And the brand, I think they were from Finland, if I’m not mistaken. The brand just blew up. They had Angry Birds Cola and they had Angry Birds clothing, but their plush toys was one of the most hottest selling items of the season. And hearing that we needed to test the scalability, but also to show that you can sell at scale on Shopify, Aydin connected us directly with the Rovio people and within a matter of a week or so, they had launched the Angry Birds store on Shopify. And that really was one of our first major blowouts in terms of demonstrating the scalability of Shopify and that’s the investor he is.

Tim Ferriss: I have to wonder what his pitch was to them. I’m pretty sure it wasn’t, “They want to see if their software will break.”

Harley Finkelstein: I can’t imagine it was. I assume it was a lot more of, “Hey, these guys are amazing, the best platform, ever. Of course, they have lots of at-scale stores and you don’t have to worry about them.” But what’s interesting was, Aydin had come to you because of our existing relationship. And you had made the intro to us from Aydin and I actually didn’t know that until this morning.

Tim Ferriss: Yeah. It’s pretty wild. And just as background context for people who don’t know, Tobi and I had met in 2009 at something called a RailsConf, you mentioned Ruby on Rails. And for simplicity, let’s just call it RailsConf or developers conference. Why I was there was, I think I was largely there just a sideshow curiosity, but that was two years after The 4-Hour Workweek. And it had struck a chord in Silicon Valley and rightly or wrongly, there I was in the green room, meaning the backstage room or a location where speakers hang out before they go on stage. And that is where Tobi and I had our first meaningful conversation. Then later, was lucky enough to become an advisor to Shopify. And from that point forward, was along for the ride.

Harley Finkelstein: You actually gave us one of the best pieces of advice as an advisor. I don’t know if you remember this and I’m going to butcher the exact quote you gave us, because I’m sure it was far more eloquent than what I’m about to say or articulate. But you said, “What you guys are building is great. The problem is that most people that think about entrepreneurship, immediately think it’s either too complicated or too expensive or too difficult. And that if Shopify was going to be something important in the world, we not only had to build great software. We also have to convince the world to try their hand at entrepreneurship.” And that was one of the biggest pieces of insight, certainly in the early days, we ever had received. And that was from you. And we’re eternally grateful for that.

Tim Ferriss: I appreciate you saying that. The Build a Business competition, I would love to know how you think about it when you’re remembering it, because I remember the conversations very early on with you, with Tobi. I remember walking past, up and down the sidewalk next to this Thai restaurant in San Francisco. I remember exactly where it was. It was on Diamond Street in San Francisco, back and forth, back and forth past like the bodega on the corner and having this conversation, the very first conversation about what would later be the Build a Business competition. But how would you like to contextualize this for people, because it is a good example of a way to differentiate yourself and generate both attention for brand purposes and user signups that might be instructive for folks who are trying to find a way to stand out from the noise?

Harley Finkelstein: Yeah. Are you familiar with the Geoffrey Moore book Crossing the Chasm?

Tim Ferriss: Yes.

Harley Finkelstein: Okay. So fundamentally, if you were asking me what Build a Business did for Shopify, it allowed us to cross the chasm from early adopters that were using it. I mean, the neat part about Tobi writing the software in Ruby on Rails is we got some early traction from that Ruby on Rails crowd. That was great, but the mainstream had never heard of Shopify, had never heard of any of us. It was unknown to them.

And so your comment that, “Hey, you guys have the right software, for anyone who is already decided they want to be an entrepreneur, using Shopify is a great idea. But what about people that have not yet made the decision? Because for 99.99 percent of the world, entrepreneurship is out of reach.” If you don’t know an entrepreneur, if you have never started a business yourself, it does feel intimidating. It does feel out of reach.

Through this conversation somehow we landed on this idea that what if we created a competition as a proverbial kick in the butt to convince folks to try entrepreneurship and use Shopify and the store with the highest sales would win $10,000. I distinctly remember you saying, “Yeah, that’s bullshit. $10,000 is nothing. You’ve got to give out $100,000,” which was most certainly more money than we had in our accounts. Certainly more money than any of us had combined. You could have said a billion dollars and it would’ve been the same thing to us. That’s how much $100,000 was, and frankly it — 

I now realize how much foreshadowing that was in terms of the company that we are trying to become, which is the world’s entrepreneurship company. We wanted Shopify to be more than a software company. We wanted to create a movement. We feel that the world is better with more entrepreneurs. How do we get more people to try their hand at entrepreneurship?

In the same way, one of the amazing marketing hacks that Nike did, and they deserve all the credit in the world for this. They convinced the world that anyone that has a body is an athlete, or can be an athlete. That was completely different than the previous iteration of who wore those early iterations of Nike shoes, of running shoes. It was for people that lived in Oregon and went to Oregon State and ran track and field. But they convinced the whole world that if you have a body, you were absolutely an athlete.

I think what we began to do through this Build a Business competition was try to convince people that if you have ambition, you can be an entrepreneur. We did that by virtue of frankly, bribing them to start a business by offering a $100,000 prize to the store that sold the most.

It was a very simple competition. You start up on day one, six months later, we evaluate who did the most sales, and they got a $100,000 check. What was neat about it was we got a lot of attention. We were in The New York Times and that was a really, really big deal for us at that time. But I think it was, I don’t know, the headline’s off-hand, but it was something like, “A startup creates their own startup competition,” and it was a really meaningful thing for us and the Build a Business competition ran for five years after that.

Frankly, we’re now actually thinking about what the new iteration of it is for next year, but it ran because it became such a big part of our story and some of the greatest direct to consumer brands on the planet were created through Build a Business. So it’s a part of our story. It seems like it was just a campaign, but it was so much more than that. It defined us both internally and externally as a company that thinks differently about entrepreneurship.

Tim Ferriss: Yeah. In retrospect, and also at the time, the sort of the logic behind pushing for the 100k, there’s psychologically a very big difference between five-figure, six-figure, and seven-figure. Also, for those people who are thinking about how to differentiate themselves in business or otherwise, but let’s just look at it in the context of entrepreneurship. If let’s just say $50,000 puts you in the category of — I’m using that arbitrarily, but like 10,000 or $50,000 puts you in the category of business competition and there are other business competitions that have done 60,000, 70,000, there is a day and night binary difference between that and being in the category of one, which is the largest X ever, or the first Y ever.

Sometimes it’s really just an incremental difference, even though at the time it might seem overwhelming you pretty quickly realize it’s kind of like the book I mentioned earlier, the Draft No. 4, until you have a first draft, the whole thing seems overwhelming and unwieldy because there’s nothing to refine. But as soon as — and I remember this, as soon as the sort of parameter as a draft became not could we, but what would it look like to have a $100,000 prize and this competition, then you start to find ways to mitigate risk.

You start to find ways to look at it as an expenditure over time, and you realize that it’s certainly not going to be a $100,000 loss if it’s a failure. If you shoot high, I think it’s Larry Page who is fond of saying this, something like this, but you know, “What a lot of people miss is that if you aim really high, it’s very hard to fail completely.” Right?

Harley Finkelstein: Yeah.

Tim Ferriss: Then you guys did it. You had The New York Times coverage and you were extremely newsworthy because you had the biggest ambition and you were also breaking ground as a first.

Harley Finkelstein: Yeah, it was ballsy, but the thing that actually is super interesting is what we didn’t necessarily realize at the time you only have to pay it out at the end of the competition. So you don’t actually need $100,000 when you get started, you just have to be able to acquire enough revenue over the period of six months to actually pay that out eventually. That was sort of an interesting, “Oh, right.” Like, “We don’t actually need the money right now.”

Funny enough, there are certain states and certain Canadian provinces that require you to post a bond in the amount of the prize in advance. I think you and I talked about competition law before, in advance of it. So like, we actually couldn’t necessarily offer it everywhere because of some — like with what they call sort of gaming law.

But absolutely it was bold. It was ballsy. It was an interesting thing that a small company was doing and we had 1,300 contestants sign up for Build a Business in 2010. The winner was a company called DODOcase which made the most beautiful iPad cases and ended up Obama was using one at the time and he was photographed using his DODOcase.

They also did some really cool stuff like they completely rejuvenated the bookbinding industry, which had been effectively shut down in San Francisco. They brought these bookbinders together and started making iPad cases. But the neat part was the big takeaway from year one was some of these businesses were growing so big at the $100,000 or frankly, any amount of money unless it was something absurd, was not going to be enough of an incentive.

And so, as you recall, on year two, we changed the prizing to be once-in-a-lifetime opportunities, to be things that basically money can’t buy. A lot of that was connecting the winners with some of the most interesting people in the world who were incredibly generous with their time and wanted to kind of help out. We brought on people like Seth Godin, and we brought on people like Gary V, and we brought on people like Richard Branson and Tony Robbins and Marie Forleo and Debbie Sterling and Tina Eisenberg. We brought these incredible mentors aboard and instead of giving them $100,000, we said, “Hey, the winners get to spend a week with us and a bunch of really interesting people on Richard Branson’s private island in Necker, in the BVIs.

I think the last year we did it, we had over 10,000 contestants. We’ve actually since then have done a Build a Bigger Business competition, which is million-dollar businesses who can actually grow the fastest, 10X, 20X. One of the winners of the last one was Gymshark, who as of last week is now a billion-dollar brand.

Now, these businesses may have started regardless and despite Build a Business competition. I mean, Ben from Gymshark probably would have started no matter what, but what the competition fundamentally did was it provided this catalyst to get started right now and that is why I think it was such a powerful initiative and movement for Shopify. We are forever grateful to you, Tim, for really bringing us that because our trajectory has been forever changed because of Build a Business.

Tim Ferriss: It’s been so much fun and such a pleasure. I’m just taking a note for myself here. I’d love to talk about the future of retail. I’ll tell you something, I don’t think you know, which maybe you do, I don’t think so though because we haven’t talked about it, is that I remember when Shopify went public and spending time there in New York at Wall Street and hanging out with you and everyone’s families and so on, and then not too long after the IPO, realizing that it was a life-changing sum of money for me at the time, having not lost any confidence whatsoever in you guys as a team or a product, but I took my stake off the table and it’s always been this huge source of guilt and shame for me.

And so I was eyes wide open when in, let’s say late March, early August, I decided to come back in and put the Shopify jersey back on and to buy back into the company. So I am as bullish as I’ve ever been. Obviously, I’m not a registered investment advisor, blah, blah, blah. I’m not giving investment advice, but I feel like that sort of a psychic load of guilt and shame has been lifted, which I’m thrilled about. I wonder if you could talk to the extent that you can, what has happened in the last few months and the future of retail?

What are the things that people are missing? What are some of the sort of maybe assumptions that you have or things that you think are coming down the pike? You have such a unique vantage point because you not only seeing Shopify, much like a Stripe is not just seeing Stripe internal finance. It’s like they get to see who is growing fastest or any payment processor for that matter who is handling this type of stuff. So you get this incredible perspective on the ecosystem of a million or a million plus companies, not just Shopify itself if I’m phrasing that in an intelligible way. So how would you talk to what has happened in the last few months and the future of retail?

Harley Finkelstein: Yeah. So first of all, you said this earlier, but this idea that the year 2030 has been pulled into 2020, that’s a real thing. What I mean by that, what I say is that the retail dynamic that would have existed, meaning percentage of total retail that is done online, laggers that have begun to digitalize their business from a commerce perspective, that has all happened rapidly in three months.

And so if you look at retailers, excuse me, ecommerce as a percentage of total retail, when I joined Shopify, it was approximately five percent, something like that. These are US numbers, last year ecommerce was about 15 percent of total retail. So we’ve grown about 10 percent in like, I don’t know, 10 years. We’re now at close to 25 percent. So since March, the amount of acceleration in shifting total retail to online retail has been dramatic.

One is, I’m surprised by how quickly that happened. I’m not surprised where we ended up, because I think we would have ended up here anyway. Two things have happened. The first thing that has happened is you see two types of entrepreneurs existing right now. I mentioned these terms earlier, but it’s worth repeating.

You have these resistant retailers and entrepreneurs and brands who simply did not adapt and pivot fast enough and they are suffering. You’re seeing iconic brands, whether it’s Barneys or it’s J.Crew, name your pick, that have gone out of business, because frankly they simply didn’t see the future retail coming in the way that it has materialized.

So for example, a lot of these brands that went out of business, they lamented the fact that ecommerce was hurting, like their ecommerce efforts were hurting their offline commerce efforts, which is ridiculous. If you talk to any of the guys at Allbirds, for example, they couldn’t care less if you buy it in-store, online, or on social media, they just want you to buy their shoes.

Their online store maybe a catalog for their offline store, or their offline store may be a showroom for their online store. They are completely channel-agnostic. They just want you to have a great experience and buy a great pair of shoes from them. But a lot of the big brands didn’t and they resisted this change; they fought it.

Then you have this other category, these resilient retailers. We talked about Gymshark earlier in the context of Build a Business, the day that COVID hit, they’re based in the UK, and they were told that gyms where people work out, were going to be closed. They rebranded their homepage as Homeshark to the Gymshark.

They immediately changed their content and their distribution and their influencers, and everything about that company changed within 24 hours because the world changed. Immediately people were not doing the same thing as they once were. You see that across a whole bunch of different categories across Shopify, these great brands that have just completely pivoted.

You see restaurateurs that are doing meal kits, and they’re turning their restaurants into wine shops if you can’t go in there. You’re seeing grocery stores that historically never even came close to Shopify — it wasn’t a vertical of ours — are now signing up for Shopify and doing their top 12 most popular items and have a beautiful store.

Chipotle has a store on Shopify right now where they’re connecting Chipotle consumers with the farmers who are there are their suppliers. They’re basically creating a Chipotle farmer’s market for consumers on Shopify.

So on both sides of the coin, you see totally different stories. I want to focus on the resilience side because frankly, that’s the real story here. The real story is that the consumers generally have now decided, this consumer behavior, that they would prefer to buy products from independent brands, from actual entrepreneurs, from the makers of the products if they can, but for a long time the supply wasn’t there. So consumers had to buy through intermediaries.

Well, the cool part about all this is that the supply side is now caught up. So now you have on the demand side, you have consumers who want to buy directly from the brands, and now you have the brands selling direct to the consumer. And so you have this new retail model and it’s not necessarily just going to be online or it’s going to be offline. The future of retail will likely be retail everywhere.

It’s going to be about consumer preference, which is so different than think of when you were a kid and you wanted something, you wanted a video game, you would be forced to line up on a Saturday morning at some GameStop in the mall at nine o’clock in the morning and the doors opened, you ran in to grab a video game, and then you left. That’s how it worked. The retailers have historically always dictated to the consumer how, when to purchase.

What’s happened now is consumers are saying, “No, no, no. I want to purchase in the way that it’s most convenient for me.” A lot of that is online, but it’s also offline, and it’s also across marketplaces and social media, but fundamentally, commerce has been changed forever.

Now, will the growth rate of ecommerce continue to grow at this pace? Probably not. I mean, it got pulled forward. It’ll probably stay around where it is right now, but fundamentally consumers who never bought online before and have been forced to buy online over the last three, four months, there’s no going back to the way it was.

There is no way my grandparents are going to go out in February in Montreal to buy groceries when they know that they can now use their iPad to easily buy off one of the grocery store’s online stores. I actually think this is one of the most exciting times for retail of the last, I don’t know, call it 150 years, but it is a tale of two worlds and I hope some of these resistant retailers begin to simply wake up and realize that everything has changed and they don’t have to be left behind.

Here’s a cool example. When you think about these resilient retailers, you often think of the Gymsharks, the Fashion Novas, the Bombases, the Tommy John underwears, like these amazing, incredible, iconic DTC brands, but we’ve seen Heinz Ketchup go direct to consumer during the pandemic. We’ve seen Lindt chocolate, Snickers, Schwinn bicycles.

Some of these brands are brands that I have personally been calling for five or 10 years to try to convince them to come on to Shopify to sell direct to consumer and they just never did it. Now they are because they have no choice. So it’s a really interesting time for retail and commerce and those brands that have been able to pivot and adapt, they are doing incredibly well, but there are those that simply haven’t made it. I think a lot of them were just waiting for things to go back to the status quo, to an old version of retail, and I don’t think it’s going to happen.

Tim Ferriss: Yeah, I don’t think it’s going to revert to at least what the previous normal would be anytime soon. I remember the night that I decided to jump back into bed with you guys. It was very specific. I had a couple of things that happened. A, you guys had been unfairly — well, as far as I’m concerned, unfairly punished in when you suspended guidance.

Then the second thing that happened is I tried to order coffee filters on Amazon. I’m also an investor in Amazon, but I had gone to order some coffee filters and I couldn’t order coffee filters, or I could, but rather than get it through Prime in one to three days, it was a three to four week lead time because it was not categorized as essential, which is exactly what Amazon should have done, I think. But I thought about it not from the perspective of customer inconvenience, I thought about it from the perspective of cash flow and survivability from the perspective of the person who’s selling those coffee filters, right?

Harley Finkelstein: Yes, totally.

Tim Ferriss: You had mentioned renting customers. I have friends who run very large ecommerce brands and small, medium, and large brands everyone would recognize, and a lot of them have bought Amazon stock once they saw a double-digit percentage of their sales move to Amazon, whether they liked it or not. To me, what that says is a lot of people, having that experience with the coffee filters, a lot of companies were going to get caught between a rock and a hard place where they couldn’t email their customers and say, “Hey, come over to this other store,” if they had one, because “You’ll have to wait a month on Amazon otherwise.”

They were dependent on that rented customer base they couldn’t contact directly. I thought, “Okay, at the very least, this could be a fatal shot, like a headshot for a lot of companies, but for a lot of them, it’s going to be a flesh wound. It’ll be like a shot in the leg and they’re going to say, ‘Holy shit, we at least need, at least need a plan B so that there is a Google discoverable storefront for our products if this ever happens again.'”

That was sort of the assumption, not to mention the fact that if anybody — again, this is just sort of me reading stuff on the internet, if anyone from a large tech perspective wants to integrate some type of ecommerce capability, there just aren’t that many viable players. So Amazon is completely fully integrated, but if you look at vertically integrated, but if you look at other shops that might only represent one layer of the stack, so to speak, Facebook or whoever, it might be, their options are pretty limited. I mean, they can build in-house or they can partner with someone who’s already built out the infrastructure.

Harley Finkelstein: The neat part about that is we don’t want to sell ads. So we don’t want to be a social media platform. We don’t necessarily want to be a place where you’re able to scrapbook your favorite products like Pinterest does, or to organize your home furnishings desires like Howies, or to do any of these things. The neat part about our positioning is that we simply want to encourage more people to try their hand at entrepreneurship and to become retailers.

The idea that, to your point earlier on the pandemic, I think a lot of consumers are thinking about their local small businesses, well, we all are. I mean, our communities are now becoming far more important because frankly, like I spent a hundred nights on the road in 2019; I’m going to spend five nights on the road in 2020.

My community here in Ottawa is becoming incredibly important. So whenever possible, I want to support my local stores, my local restaurants, my local cafes, as much as I possibly can. One of the things that I think will remain after this is the importance that what gives our cities and our towns and our communities character are the small businesses.

But in order for the small businesses to survive, in some cases, they have razor-sharp margins, in other cases, they have larger margins, but we want as consumers to make sure that our money, the money that we’re using to buy stuff with is going to the people that actually are behind those companies. That in order for retail and commerce to thrive long-term, it needs to be in the hands of the many, not the few, which is why we talk about this idea of like Shopify wants to arm the rebels.

We want anyone that has some idea, some passion, some vision to build something, to be able to do so, and to own their business themselves, as opposed to renting their business from somebody else. Actually, I think one of the great things that will come out of this is this consumer trend to support independent businesses as much as possible. I don’t think that’s going away after this.

Tim Ferriss: Yeah. If it’s easy. If it’s easy and that’s a super key component of all this. Let me ask you about mentors and actually mentors in a different capacity than we’ve been referring to them and that is coaches. So it seems like, and this is something I wasn’t aware of, but that you have coaches internal at Shopify available to folks. The story I read talks about Cody Fauser I guess it is.

Harley Finkelstein: Mm-hmm (affirmative).

Tim Ferriss: Is that correct? His experience with coaching, but how do you use coaches and how are coaches used at Shopify?

Harley Finkelstein: Yeah, so Cody was the original CTO, and one of the first guys of the company, and certainly someone who’s been a big part of the Shopify origin story. At a particular point, he was running engineering and he realized that his team was getting bigger and bigger, and he didn’t necessarily have all the tools he needed to be the right leader. But in this sort of theme, in this sort of lens of we always requalify for our jobs every year, if we want to keep our jobs, he decided — 

Tim Ferriss: Before we go back to Cody, I apologize to interrupt. But since this has come up a couple of times, what does it mean to requalify for your job, you’re getting effectively hired each year anew? I mean, is that metaphorical, it’s more of a loose philosophical guidance, or is there actually a process for evaluating whether you qualify or don’t qualify? What does that mean?

Harley Finkelstein: It’s a very valuable, personal growth sort of philosophy that this idea and I can’t speak for everyone, but I certainly speak for myself, and I know Tobi feels the same way in his role. I need to be on every single year. I still have to be the best possible Chief Operating Officer for Shopify. If I am not, that means that someone else should take my role.

The reason that’s important is because the pace that Shopify is growing at, it has been growing every single year since I joined, certainly, I have to keep up with it, but I also have to keep outpacing it. And so there’s a lot in that. I mean, Shopify again, went from being an ecommerce provider for small businesses to being a retail operating system. We have a billion-dollar capital business.

We have a fulfillment business now. We’re cross-platform. We’re publicly traded. And so it’s a really, really wonderful model of which to gauge whether or not you are growing at the pace, because if you say, “Well, are you growing every year?” Most people say, “Yes, I’m growing. I’m learning new skills every single year.”

But if I use the lens that if the greatest chief operating officer in the world walked in to see the board of Shopify and said, “Hey, I want to be your COO,” I need to know that I am still the right choice. This idea of requalifying for your job from like a philosophical perspective has just been incredibly valuable because it means that if I grow at the same pace of Shopify, I still may not necessarily be the right person for next year.

So I have to almost outpace Shopify’s growth, which puts the onus on me and all of our leaders to grow at this incredible rate. And whether you call it requalification or you call it disproportionate personal growth, that is something that is baked into the culture of Shopify, unequivocally. It’s actually made for a really interesting environment to be at because you have people who so badly want to keep growing and Shopify makes it difficult to keep up because it grows so fast on its own as its own entity. But that requalification thing I find is an important — for me, in my own career, has been incredibly valuable in using as a bit of a litmus for my own path.

Tim Ferriss: I interrupted you. You were talking about Cody, so I want to take us back to Cody. It seems like coaches are one of the tools in the toolkit for staying ahead or front running.

Harley Finkelstein: Yeah, right.

Tim Ferriss: That’s right.

Harley Finkelstein: I mean, coaching is not anything new. I mean, a lot of leaders have coaches, but Cody kind of discovered this idea of a coach. Then he introduced Tobi and I to it and we really started getting a lot of value from it. At a certain point, it became clear that we wanted to have these coaches around more often. So we ended up hiring our first coach. His name was Cam, and bringing him on full-time and he really helped coach the exec team at Shopify.

Tim Ferriss: Very quickly, explain, sorry, I’m going to keep interrupting you — 

Harley Finkelstein: Yeah, please go ahead.

Tim Ferriss: — but it’s my job. What is this coach doing? Because there are, coach is kind of like teacher, right? There are a million and one different ways to be a teacher, a bad teacher, a mediocre teacher, a good teacher, or a great teacher, and then there are different subjects. What did this coach do with you guys?

Harley Finkelstein: So what you’re saying is correct, which is that not every coach is the same. And frankly, one of the problems with coaches, in general, is that nomenclature, that it doesn’t take very much to call yourself a coach. There is no medical school for coaching. I mean, you can take a program or get a certificate, but generally, not all coaches are going to be the right fit, the right match. They aren’t all going to be of great value.

In fact, I had initially seen a coach I just didn’t connect with. He was a very smart person. I just didn’t connect with him. But for Cody in particular, he needed a way to scale his ability to manage a team at scale. And so his coach actually happened to be someone who ran a very large engineering team at IBM, and that was specifically the thing he wanted to acquire.

For me, I’d spent my entire life as we’ve been talking about as an entrepreneur doing everything myself and I had a real tough time transitioning from being this entrepreneur, getting deeply into the weeds, doing everything myself, to being really good at hiring and onboarding and managing people in many cases that are much smarter, faster, more experienced than I was.

And so one of the things that we had figured out was if we were to bring coaches into the company full-time, it would allow us to provide a coach with a far more context for what is the coaching curriculum or the coaching journey that we all want to go on. That if we only see these coaches one hour, every two weeks, and they don’t deeply understand the Shopify culture, the Shopify company, the people involved, it would put them at a disadvantage for actually helping us achieve this development that we were looking for.

And so we ended up just hiring this one particular coach, Cam, full-time, and he was coaching a few of us. The epiphany there, I suppose, was that by having him much closer to the business, as opposed to on the periphery, we immediately got far better advice and we were able to grow faster. That eventually led to us saying, “Hey, what if we actually created a team of coaches at Shopify so that anyone who wants to, or frankly, needs to have a coach can do so. The onus isn’t necessarily on them to find a coach, we’ll have a group of coach. They can sort of interview a few these coaches that we have on staff, but that they work full-time at Shopify.”

I don’t know, eight years later, I think we have over a dozen coaches on staff at Shopify full-time. Everyone has their own coaching curriculum. Everyone has their own version of progress and develop with their coach. But by bringing them into the company, it allows them to have a much richer understanding of the type of place Shopify is and the type of development that is required. And it’s been amazing. And to this day I still see, I have a new coach now, her name is Deb and it’s been an amazing journey for me. And in fact, I kind of can’t understand — I mean, I talk to a lot of peers who are running companies like Shopify and coaching, as much as I think it’s just obvious that why wouldn’t you have a coach? It’s not something that is universally accepted and I’m not really sure why.

Tim Ferriss: Well, I think it hearkens back to the quality assurance and the difficulty of vetting in part. So, let’s talk about, just to give people who aren’t going to be able to hire full time because there are a lot of companies or people who won’t be able to do that, but may be interested in trying coaching. What happens in that hour every two weeks? And it could be just personal examples, but any specifics would be super helpful. What actually happens? Is there a scorecard? Is there communication in between? What does it look like? And I’m most interested in what it looked like before you hired them. I understand the reasons for hiring them, but at some point, you guys thought to yourselves, “This is so valuable. It could be even better. Let’s hire them.” So they were already demonstrating value. What did the format, or what might the format look like?

Harley Finkelstein: One thing that the coaches that I have seen have — one of the things that they have done, which I have found very valuable is, they use a metaphor. So for me, I’ll just tell you what the metaphor is because I think it’s valuable for listeners. My metaphor was, I wanted to develop from a Mossad commander who’s always doing everything all the time and a jack of all trades, into more of a sensei whereby I can play the role of — I can work with really, really talented people, I can explain to them what destination they need to get to, but in terms of the journey to get there, I can rely on them, I can trust, but verify. I can provide them with some breadcrumbs to make sure they’re going in the right direction, but that inevitably they will get there on their own.

And that may seem like an easy transition to make, it was almost impossible for me. I found that to be incredibly challenging, simply on the basis that, one, I think in the early days I was really insecure about hiring people better than me. I thought that if they were better than me, what role was I going to play? Which is completely ridiculous and now I see that. And so I have to work on some of that, some personal issues. I had to work on the fact that this idea of trust, but verify, what do I verify? What do I trust? You’ve talked to Tobi about the trust battery metaphor at Shopify, where everyone starts at 50 percent trust battery, and through their actions, we watch them hopefully get to 100 percent, which is where they get autonomy.

But these metaphors that our coaches use have been incredibly instructive so that you don’t actually know — I’m probably still not at the sensei level yet, but I know that directionally I’m going in the right direction here. And that’s not necessarily something that all coaches use. The coaching style that our coaches use is called the integral method, which is a bit of a hybrid of a bunch of different coaching styles, but that metaphor, to know where I am right now, to know where I want to get to. And then every two weeks, an hourly basis walking through, “Okay, give me some examples of how you’ve demonstrated more of that sensei type thinking and less of the Mossad commander thinking.” Holding me accountable to that, when I provide them with something that is challenging to me, having them workshop with me the right way to do it as a sensei, as opposed to a Mossad commander, man, that has been so, so helpful.

It also feels like when you do bring them in, and I’m not suggesting everyone needs to hire a coach full time, because actually, I have a lot of friends who have third party coaches who just, they see each other every two weeks. The important part that I have seen is to be really transparent and incredibly clear about, here is the development I’m looking for. Here’s what I want to work on. If you just go in with “I want to get better. I want to grow.” Is that a personal thing? Do you want to get better in terms of leading? Do you want to get better in terms of your craft? I find the ambiguity that most people bring into coaching is not helpful at all. And if you were clear about, “Here’s what I want to work on, here’s what I suck at. And please call me out on my bullshit with this stuff, or hold me accountable to these things.” That I think is where you get the most successful dynamic with coaches.

And frankly, you may outgrow your coach. Every couple of years it may be time to get a new coach who has a different skill set, but I have to say, if I had to distill down one of the things that has allowed me to get to where I am at this point with my career and certainly helped me lead Shopify, coaching is up there in the top three or four things that I’ve done.

Tim Ferriss: What else would be up there? Any others come to mind that are in the 80/20 distillation of things that have really moved the needle? Any other items come to mind?

Harley Finkelstein: Yeah. This is maybe a personal thing, but even as a kid, I always had anxiety. I never had a term for it. I never understood exactly what it was. I just knew that I had this thing and I knew it was anxiety because I was always thinking about, what’s next, the future, as opposed to, what people often talk about a depressive state, which is looking backwards. I was always looking forward and I had experimented with some mindfulness practices and some meditation in the past. But because I was anxious in general, I was anxious about meditating, meaning I was always looking for some sort of quick fix that if after 10 minutes of meditating, I didn’t find enlightenment, I thought it was broken. I thought it wasn’t working for me.

Which sounds absolutely ridiculous, right? Of course. But meditation has also been something that I have committed to over the last, probably since 2014. So going on six years now, every single morning, it’s either 10 or 15 minutes, depending on how much time I have, and it has made me — I’m by no means, as you can hear from the tone of my voice, I’m by no means laid back or a “chill” kind of person, but it has made me more thoughtful about how I want to expend my energy. And it has allowed me to focus on the things that are most important, both on my personal life, but also with our business. And man, I know you talk a lot about mindfulness practices and meditation on the podcast, but I am someone who for years just did not subscribe to it. And it was because I was looking for some sort of quick fix and it never came. And once I began to think more long-term about it, to be patient with it, everything changed and it’s been wonderful for me.

Tim Ferriss: Meditation is a lot like sports in the sense that there are many different flavors, right? There’s badminton, there’s curling, of course, not to be forgotten.

Harley Finkelstein: Thank you. There’s hockey, too.

Tim Ferriss: You’ve got MMA, you’ve got hockey, you’ve got all sorts of different sports, darts. And meditation, similarly has many, many, many different approaches. What do your sessions look like? Do you use an app? Do you use transcendental meditation? Do you use open awareness? What flavor of meditation do you use most consistently?

Harley Finkelstein: So, it’s funny, I had been historically using just Insight Timer and just doing a 15-minute counter with a little bit of white noise to block out whatever’s happening around me. But going back to my power extrovertedness, I have found that this pandemic has been kind of lonely for me and I don’t mean that in a severe way. I’m home now with my amazing wife and my two amazing kids and I have my family around me, but there’s a certain lack of social interaction that is missing for me. And so, early in March for the first time ever, I ended up just going to the guided meditation tab in Insight Timer, just because I just wanted to hear someone else’s voice. And I’ve actually been doing these guided meditations almost consistently since March now.

And they range from courses, I know you’ve talked with Jack Kornfield, Sharon Salzberg, David Gandelman. There’s just some amazing — I’m just trying to look at who else. Sarah Blondin. There’s just some amazing guided meditation coaches on Insight, or frankly, I mean you can probably do it on YouTube as well. And I actually have found that guided has been, it’s like a warm hug for me in the morning where I hear this really wonderful, calm voice taking me through a 10- or 15-minute sit. And I always end up on the other side so much better.

And so I started with counting breaths. So now trying to do a little more mantra-based TM style stuff. But the truth is, it really depends on the day and I’m trying not to be too hard on myself about that experience. That if on a Monday, I had this great sit and I come out completely mindful and relaxed and focused. On Tuesday, if I don’t have that same experience, I don’t want to forego Wednesday. And the way that I’m able to have consistency is just take it easier on myself around my own version of what a successful sit looks like. And I think today a successful sit for me is really just the ability to sit for 15 minutes consistently every single day, no matter what I feel afterwards.

Tim Ferriss: That’s a very important point. And I’m by no means a mindfulness expert, but it’s the consistency and I think blocking out that time that is the prerequisite for almost everything that follows. Because by blocking out that time, especially if you’ve operated in sixth gear for a very long time, which you and I both have, it’s very easy to try to cram as much as possible into your waking hours. It’s easy to do and it’s a compulsion as much as it is anything else. And by blocking out 10, 15, 20 minutes to do nothing, you build in, I think a sense of luxury in so much as you are not rushing yourself. And that has many downstream effects, even if you’re just like thinking about your to-do list and staring at the ceiling for 20 minutes.

Harley Finkelstein: Yeah, totally. I actually do that.

Tim Ferriss: Sitting there and you’re not on a keyboard, you’re not staring at a screen, you’re not checking your phone.

Harley Finkelstein: Yeah, I totally agree with you, which is actually one other thing that has been very valuable to me is the value of scheduling and being fairly meticulous about my calendar. And this is going to sound totally lame, but I have family time blocked out on my calendar, I have walks with my wife blocked out on my calendar, which again sounds completely lame and unnecessary, but what it does do is that pop up comes up on the top right side of my screen and suggests, “Hey, it’s family time.” Or, “Hey, it’s a walk.” My wife Lindsay, who you know, is also an entrepreneur. We’re very busy; we have two little kids.

And so scheduling a walk together, as ridiculous and silly as it sounds, is incredibly valuable because also if we don’t take that walk, it’s staring ourselves in the face that we skipped this walk to do something else. So the question is, was the thing we skipped that walk for as valuable as the walk would have been? And the answer is most times, no, they’re not. So actually being meticulous with our calendars and our schedules, especially with two entrepreneurs in the house and two younger kids, that has been amazingly valuable to us.

Tim Ferriss: Yeah. I could not agree more. And only in the last six to nine months have I been using, with my girlfriend, a shared calendar just for the two of us.

Harley Finkelstein: Totally. Yeah.

Tim Ferriss: And it has been such a stress reliever because she is also an entrepreneur. And if you somehow, at least in my case, delude yourself into thinking that you’re going to figure it out when you get there, it’s probably going to slip through your fingers. And having it in the calendar just prevents forgetting and then overbooking or fill in the blank with half a dozen things or a dozen or a thousand things that could crowd out that recovery time and that family time and these various self-care practices that are so important for everything else to work smoothly.

Just a couple more questions for you, and then we can bring this round one to a close. I’m curious, what contemporary CEOs or COOs, sort of C-suite execs, do you most admire or admire greatly, if that takes the pressure off a little bit? I’m just wondering, what modern-day, current-day folks do you look at and say, “That’s someone who I could emulate a little bit? That’s someone I could learn from? Or that’s a good person to watch?” Et cetera.

Harley Finkelstein: Yeah. I mean, there’s some obvious ones. I think one of the cool parts of being in my position, this is a new thing for me, but one of the cool parts is using my email address. If there’s someone interesting, I can actually get in touch with them. That’s brand new to me. That’s not a flex or some sort of humblebrag. That was never the case. I mean, I would send out emails, 100 emails a day sometimes in the early days, to connect with different executives and leaders just to pick their brain, just to get to know them better. And most of the time they never responded. And one of the great things now that I really do not take for granted, I’m really fortunate to have is that I usually get a reply back, which is so damn cool.

And so I’ve thought a lot about that. The truth is a lot of the people that I admire, I admire from afar, like Bob Iger. I mean, I’ve never met Bob Iger. I think he’s just incredible. Or Phil Knight. I think these are incredible humans, but there are some companies that I think are just run by people that I really like, I really think are doing it for all the right reasons. A lot of them are people that are in the Shopify ecosystem, people we work with. Obviously, we’re quite close to the folks at Stripe. You mentioned them earlier, Patrick and John. I mean, they’re absolutely driven to do incredible things, but also build an incredible company. I think Ben at Pinterest is doing an amazing job as well in that way.

A lot of the people that I really look up to though are not necessarily in tech, per se, it’s people that I just think — one of the people that I really like, it’s a mutual friend, I love talking to Chase Jarvis. I know Chase is a good friend of yours as well. Every time I talk to Chase, I learn something completely new. Or Daymond John, who I know is also a mutual friend. I mean, Daymond built FUBU, he didn’t build a tech company, but every time I talk to him about something unique and different, he tells me a story, an anecdote about how he got a shirt on LL Cool J for a music video. And from these what seems like random stories and anecdotes, I’m able to find such great value and such great motivation to think about things in a completely different way.

But, is there someone in particular that I’m trying to emulate entirely? Not really. In the same way that before I had Bailey, our four-year-old daughter, I wanted to talk to people that I really felt were great, great dads and great parents or someone who was a great spouse before I got married. I’m trying as much as possible to take a bit of an approach that I can have as many mentors as I can handle and I can pick one thing from each of them. The interesting part is when you find people that are really, really good at one particular thing, they tend to be fairly spiky, meaning they may have an incredible strength, but also have a whole bunch of weaknesses. And so the model that I’m trying to create now with mentors and advisors and people in my life are to take something special from each particular person and use that in my own day-to-day.

I try to be a bit of a generalist as much as possible, as opposed to specialize in one thing. I think that there’s a little bit of an anti-generalist theme right now, certainly in Silicon Valley. But I don’t purport to be well-rounded, but I am trying to be well-rounded about the stuff that really matters to me, whether it’s leading, whether it’s the business, whether it’s inspiring the future entrepreneurs of the world, or it’s about — I’ll give you a quick story. We have this new show that we just launched on Discovery called I Quit! And it’s Shopify’s — we have a studio called Shopify Studios with the single mandate to create the most inspiring and authentic content about entrepreneurship in the world. And you’ll never hear us mention Shopify on the show because that’s not what it’s about. It’s about entrepreneurship.

And before I got on the show, I sat down with Daymond and said, “Walk me through what it’s like to be on a show like Shark Tank and how do you show up and how do you prepare and what kind of advice do you give, which is digestible, but also doesn’t come off as overly obvious?” That’s the way that I tend to do things when there’s something that I want to get really, really good at, I’ll find the three or four people who may not be the obvious experts in it, but I understand there’s an angle to them that I really want to emulate, and then I’ll just ask them. And it’s pretty cool that I can do that now.

That was something that, for those of you listening that do email 100 people, and you’re always trying to get more advice, and you’re always trying to find someone who will give you some of their time or “so you can pick their brain.” The neat part about doing that is, if you send out enough of those, you eventually get a yes. And that’s how I connected with you. And that’s how I connected with Seth who’s a big part of my life. And it was just, this was before anyone even heard of Shopify. It’s been a really important part of my life. Yeah.

Tim Ferriss: Yeah. Seth is amazing. Seth Godin, for people who are curious, I also just want to say, as a public service announcement that the success rate with, “May I take you to coffee and pick your brain?” is probably low.

Harley Finkelstein: Pretty low. I would say pretty low, yeah.

Tim Ferriss: There is a, what you might consider doing is a bunch of free work for somebody and just sending it to them. And that’s actually how I’ve ended up hiring a bunch of people. I’m not saying do that to me by the way, because I’m not planning on hiring more folks, but if people look up the name Charlie Hoehn, H-O-E-H-N, and my name, he’s written about the experience that we had. He also wrote about The 4-Hour Body launch, if you people are interested in that.

Harley Finkelstein: That’s cool. Yeah. One thing that I’ve always found valuable, especially in the early days of Shopify was, if I want to connect with someone who I knew was incredibly busy and the likelihood of them responding was very, very low, I would figure out what is the thing that is most important to them right then? And in the case of, let’s say it’s an author, obviously they have a book release coming up. I would figure out how I can be valuable to them. So asking someone, “I live in, name some random city, I want to host a book reading or a chapter reading in my community and I’ll buy 30 books or 50 books.” Even if it’s not 3,000 books, I find that if you can add some value to something that is so damn important to them right then and there, and with social media, it’s easy to figure out who cares about what at what time, man, is that an effective way to spend some time.

Tim Ferriss: Yeah, totally. And there’s a book called The Third Door, I would recommend people check out as well, which has some very funny stories and very effective advice in it, which is about taking the path less traveled when it comes to contacts of that type. Harley, let me ask you, because we’re talking about these various leaders, are there any biographies that you, I don’t know if you read biographies, but are there any biographies that you’ve read and found particularly impactful or influential?

Harley Finkelstein: Yeah. I’m not sure it’s a biography, but one of the best books I’ve read, I read it a couple of years ago is Shoe Dog. And I’m not sure, have you read Shoe Dog?

Tim Ferriss: I have it sitting. I was sent a copy, a hardcover, I like using Kindle because I take notes a lot or highlights, but I have not read it yet. It’s been recommended many times.

Harley Finkelstein: It is awesome. It’s awesome for anyone who’s building a company, anyone who’s an entrepreneur. Or frankly, anyone who’s just interested in the idea of ambition. One of the reasons that I have fallen in love with entrepreneurship and one of the reasons that I’ve dedicated my life to creating more entrepreneurs with Shopify as the vehicle to do so is because I’m fascinated with ambition. I’m fascinated with how people find ambition, keep ambition, increase ambition, and unfortunately, as well, lose ambition. And the story of Shoe Dog and how Phil Knight was so determined, I think it’s such an amazing story.

And the cool part about it is I think because Phil is where he is right now and has really not proved to anyone anymore, he was able to be incredibly candid. One of the problems I find particularly about autobiographies is that often you end up seeing the highlight reel of people’s lives, especially people that are not at the end of their life or close to the end of their life, where they feel like they still have to flex a little bit. They still have to show off about how great they are. What I love about Shoe Dog is there’s this incredible modesty and humbleness about the story, which is like, this was not pretty and there were 12 different opportunities for this whole Nike thing to fall apart and he goes into the details and tells the stories that I just found it to be so fascinating. It’s a great book. And you can get through it in like five days if you’re interested in it, because it’s just, you can’t put it down, but that’s probably the best one that I’ve read recently on that topic.

Tim Ferriss: I have to read it and I’ll tell you why, which is not a reason that most people would probably cite. And that is that it was written, we could say co-written, but in reality written by one of my favorite authors whose name people will not recognize. And that is J.R. Moehringer. So he is the collaborator, so to speak, who wrote Phil Knight’s memoir, Shoe Dog. And for people who want to look him up, you can find him on Wikipedia, J.R. Moehringer. M-O-E-H-R-I-N-G-E-R. John Joseph, J.R. Moehringer. And I came to know him because, even as a non-tennis player, I read Open, which is the autobiography of — 

Harley Finkelstein: Andre Agassi, yeah.

Tim Ferriss: Andre Agassi and it blew my mind. It was so good. So engrossing,

Harley Finkelstein: You’re the third person to recommend that to me. I love tennis, I play tennis, but I actually have not read that. I’m actually going to write that down too.

Tim Ferriss: So now you know, it was in effect written by the same person. And for that reason alone — 

Harley Finkelstein: You’ve got to read it.

Tim Ferriss: I will read it.

Harley Finkelstein: That’s cool.

Tim Ferriss: Because I believe that he did. So J.R. Moehringer won the Pulitzer Prize for newspaper feature writing in 2000 also. He’s a hell of a writer. Yeah. If I could collaborate with anyone on that side of things, he’s at the very, very top of the list. He’s so good. Just incredibly, incredibly, not just gifted, but talented in a way that you know — in a fashion that you know is the output of hundreds of thousands of hours of refinement and practice, if that makes sense.

Harley Finkelstein: That’s cool.

Tim Ferriss: Shoe Dog. It’s on the list. We’ll swap, since I’ve read Open, but have not read Shoe Dog. Harley, is there anything else that you would like to say, any closing comments, anything at all that you would like to add before we wrap up for this round one?

Harley Finkelstein: Probably the full circle comment is that you and I are sitting here midway through the year, a little past that, 2020, one of the things that — we talked about mentorship on this, in the last hour or so, we’ve talked about people in our lives that have helped us and certainly we talked a lot about entrepreneurship. But one of the biggest things for us in our story is having, not really mentors, not necessarily advisors, but people along for the ride that are fans, are supporters, are catalysts for those days that are challenging. And I remember this particular moment, it was in 2015, it was May 2015. We were at the New York Stock Exchange. We were about to take the company public. And I remember looking down and our families were there and you were there as well at the Stock Exchange.

And I remember thinking what an incredible journey it’s been, not just for Shopify, but also to have people like you, Tim, in our lives helping to support us, helping to lift us up when we thought things were a little bit tough and we weren’t necessarily sure what direction to go into. I don’t know if there’s a term for that, maybe it’s just friend, maybe it’s just supporter, but for those listening, you find these people throughout your own journeys, whether personal or professional, that in some ways will change the trajectory of where you’re going. There may not be a term for it, it may not be obvious where you’re going to meet them, like a green room at some tech conference, like Rails Conf in your case. But these are the people that in the story that are super valuable to have.

And I want to say, just for a moment of gushiness or of emotion for a second, that it’s been an incredible honor and privilege to have you as one of our supporters the entire time and certainly in the last decade or so, Tim. It’s been amazing for us and anyone out there, find your group of supporters, however you can. It changes everything. And it enables you to do things that you couldn’t otherwise do, whether it’s, “I’m going to give away $10,000 for a competition.” And that supporter says, “No, that’s stupid. Give away $100,000.” They push you to be better. They see a better version of yourself than you see. And I think those are the people that they help make magic. And you certainly have been that for us. And I’m just very grateful for that.

Tim Ferriss: Thank you so much, Harley. I wish you could see my smile right now. I’ve had such an incredible journey with you and Tobi and the gang. And I view you as a brother, have a lot of love for you and your family, which I hope is super clear and has been super clear. And I view you as a companion on the path.

Harley Finkelstein: I like that term. That’s a good one. Companion on the path. That’s a nice one.

Tim Ferriss: Yeah. That’s how I look at it. And I think that companionship and camaraderie is rare. It is rare. And not everyone you spend a lot of time with, not everyone you know for a long time will fit that description.

Harley Finkelstein: Yeah. Totally.

Tim Ferriss: At least with the sentiment, with which I intended. And — 

Harley Finkelstein: But those people, those companions, in many ways, they are the difference makers. They are the ones that, it’s not even those that raise the bar for you, although they certainly play that role too. But the way that we have a few people, not very many, but we have a few people who have been these companions on our journey with us. And I’m not sure we’d be here without those companions. So I don’t know how you’re going to find those companions, I’m not suggesting that you show up at tech conferences and go to the green room and try to find them. But I am suggesting that when you do find them, that you marinate that relationship, that you work on it, that you continuously leverage and connect with them to say, “Hey, I’m thinking about this other thing.”

I mean, like I said earlier, as early as this morning, I pinged you on something totally different about some development thing we’re doing at Shopify on the leadership side and got your advice. Use that stuff, because I think as much as I get value from it, at least from my perspective, you seem to really enjoy also providing that context and that advice. And it’s just this amazing thing that you can find. And you don’t hear about these stories very much, because everyone wants to, frankly, pattern match of, “Oh, that’s a mentor. Oh, that’s an advisor. That’s a board member. That’s a friend.” But there’s this other thing, which is a hybrid of all those things that is so freaking powerful.

Tim Ferriss: Yeah. I couldn’t agree more. And I also want to really emphasize something for people who are listening to this conversation, and that is the expression, “Nice guys finish last,” is not a truism. It is absolutely not required that you become a ruthless predator to win in the game of business, and certainly in the game of life. That backfires more often than not. And I really view you, Tobi, and others as exemplars of the opposite, which is leading with a kindness, and of course you’re going to be effective competitors. I’m not trying to imply that you’re going to let people steamroll you in any capacity because you guys are very good at short and long-term planning. But what really sticks out to me that may not be obvious from the conversation, is that you guys are incredibly generous in spirit. So you have helped many, many, many, many, many people, you’ve reached out and offered to help many, many, many, many people without any expectation of a payback, without any tit for tat expectation. Does that make sense?

Harley Finkelstein: Totally. It does. And actually, because we are playing the long game. We want Shopify to be 100-year company and we ourselves want to be doing this for a very, very long time. And if you use a lens of very long-term perspective, whether it’s 100 years or 50 years, you begin to reinterpret and reevaluate how you engage with people. You begin to think about things in totally different terms, even if I’m not going to get an immediate ROI next year, who cares? If I can help someone now who eventually may or may not want to help me back later on, that’s good enough.

But I absolutely agree with you, this connotation or this idea that you have to dog eat dog is the way to win, I don’t think that’s the case. In fact, I would actually say entrepreneurship is the opposite of that. The cool part about entrepreneurship is the more entrepreneurs that you help, the more people that want to help you, it creates this incredible virtuous cycle. And that’s where things get really — I mean, that’s the flywheel, that’s where stuff gets really good.

Tim Ferriss: Yeah, absolutely. And people can check out Finite and Infinite Games by Carse as also a good meditation on a lot of this stuff. Harley, always so much fun. This was, at the very least, a good excuse just to catch up and jam and talk for a couple of hours. And people can find you on Twitter @HarleyF, Instagram, @harley, website harleyf.com, obviously shopify.com and we’ll link to the Build a Business and past videos of the trip to Fiji and Gatsby Castle and all of this craziness.

Harley Finkelstein: Oh, yeah. I forgot about Gatsby, that was a fun one.

Tim Ferriss: Yeah, which people were getting a real kick out of.

Harley Finkelstein: That’s awesome. That’s really cool. Timbo, thank you for this. I really enjoyed catching up as well. And hopefully for your listeners, they got some value from this, but this was really fun.

Tim Ferriss: Absolutely. And I hope we are hanging out 50 years hence, I’ll keep eating my veggies and fasting on occasion to try to keep me standing for that long. But it’s really fun to have companions on the path. So thank you for being one.

Harley Finkelstein: Thanks, Tim.

Tim Ferriss: And to everybody listening, we will have show notes as always, links to everything that we have discussed at tim.blog/podcast. Just search Harley, and it will pop right up. And until next time, thank you for listening.

The Tim Ferriss Show Transcripts: Jerry Seinfeld โ€” A Comedy Legendโ€™s Systems, Routines, and Methods for Success (#485)

Please enjoy this transcript of my interview with entertainment icon Jerry Seinfeld (@jerryseinfeld). Jerry’s comedy career took off after his first appearance on The Tonight Show with Johnny Carson in 1981. Eight years later, he teamed up with fellow comedian Larry David to create what was to become the most successful comedy series in the history of television: Seinfeld. The show ran on NBC for nine seasons, winning numerous Emmy, Golden Globe, and Peopleโ€™s Choice awards, and was named the greatest television show of all time in 2009 by TV Guide and in 2012 was identified as the best sitcom ever in a 60 Minutes/Vanity Fair poll.

Seinfeld made his Netflix debut with the original stand-up special Jerry Before Seinfeld along with his Emmy-nominated and critically acclaimed web series Comedians in Cars Getting Coffee, which has garnered over 100 million views and which The New York Times describes as โ€œimpressively complex and artfulโ€ and Variety calls โ€œa game-changer.โ€ His latest stand-up special, 23 Hours To Kill, was released by Netflix earlier this year.

He is also the author of Is This Anything?, which features his best work across five decades in comedy.

Transcripts may contain a few typos. With some episodes lasting 2+ hours, it can be difficult to catch minor errors. Enjoy!

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform.

[podcast-player id=”f1711092-902e-4a12-ab25-1a829659bc86″ src=”https://rss.art19.com/episodes/f1711092-902e-4a12-ab25-1a829659bc86.mp3″ title=”#485: Jerry Seinfeld โ€” A Comedy Legendโ€™s Systems, Routines, and Methods for Success”]

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Tim Ferriss: Jerry, welcome to the show.

Jerry Seinfeld: Thanks, Tim. Great to be here.

Tim Ferriss: I really appreciate you making the time. I thought we would start with the beginning of Is This Anything? And in the, I suppose you could call it the introduction or the preface, another book pops up, which is The Last Laugh by Phil Berger, and I would love to just know how that book entered your life? 

Jerry Seinfeld: How did I find that? I really don’t know. But I still have it. I have the copy that I bought wherever I found it. I mean, I was in high school and I did the absolute minimum you could do to survive in high school. I never read anything outside of high school except magazines, car magazines, comic books, and Esquire because I don’t know, in those years, early ’70s, Esquire was really full of character, and about encouraging male boldness and inventiveness in lifestyle and just life in general. They were very sophisticated and it was everything I wanted to be.

I wanted to be urban and I wanted to be smart, and smarter than I was. I wanted to have this cool, adventurous life. And they were very encouraging to that. I don’t think there’s anything like that around today, but that was essential. The same with that book, The Last Laugh, it was just like, whatever made men in centuries past become explorers. I don’t know how they became that. I guess I remember reading about explorers clubs, in 17th, 18th century London. I have two sons and a daughter and that’s the thing I really wanted. If I could pass along — the two things I would want to pass along would be ethics and boldness in life. But that doesn’t answer your question of where I got the book. I don’t know where I got it.

Tim Ferriss: It’s okay, though. The genesis story is secondary. It’s really the context that you’re providing. And just as a quick side-note, a friend of mine, Cal Fussman, used to write the What I’ve Learned interview series in Esquire — 

Jerry Seinfeld: Yeah, I remember that. I remember that.

Tim Ferriss: — back when it had that, and maybe still does on some level, that character that you’re describing, that boldness. What was it inside The Last Laugh that grabbed you so much?

Jerry Seinfeld: So if I look back at my whole life starting about second or third grade, it was all this inexorable march towards this pursuit of the comedy arts. There was nothing else about comedy. Albert Brooks did an album or did an article in Esquire called School For Comedians, and it was a parody — and I had no idea it was a parody. He grew up in L.A. and he was making fun of what comedians might need to learn to be comedians. And it was an early ’70s Esquire article. I had no idea it was a parody. I mean, I was just, “Oh, there’s a school?” I just wanted to learn about this world. The Last Laugh really took you deeply into the world. It is a completely hermetically sealed world that is frankly, unrelated to the rest of the entertainment industry. It’s really unrelated to almost all other creative arts. It is a very sealed ecosystem, the world of comedy, particularly stand-up comedy. I was desperately thirsty for any scrap of data about it.

Tim Ferriss: Now you have, much like an Olympic athlete of sorts, with training logs and workouts and so on, you have 45 years of “hacking away,” as it’s put in the book’s description, on yellow notepads. So you’ve preserved all of this. I’d love to speak or to hear you speak, more accurately, a bit about your writing process? And in the preparation that I did for this, I read in The New York Times, and I’m just going to read this short bit.

You can fact correct this, if need be, but here’s how it reads. “I still have a writing session every day. Itโ€™s another thing that organizes your mind. The coffee goes here. The pad goes here. The notes go here. My writing technique is just: You canโ€™t do anything else. You donโ€™t have to write, but you canโ€™t do anything else.” I would love to hear you elaborate on that, because it actually sounds very similar to what the fiction writer Neil Gaiman has as his first rule of writing as well.

Jerry Seinfeld: Oh, really?

Tim Ferriss: Yeah. But what does that look like for you? What do your writing sessions tend to look like if we look back over the last, I don’t know, 10 years, because I’m sure it’s changed over time?

Jerry Seinfeld: No, it hasn’t changed.

Tim Ferriss: It hasn’t?

Jerry Seinfeld: The only thing that’s changed is the coffee, which I didn’t know about coffee in my younger years. I think I discovered coffee after I had kids, and I didn’t have time to have long meals with my friends anymore. But we could meet for coffee. Then I realized, “Boy, this coffee really gets you talking.” And I thought, “Maybe I’ll do a show where you just talk with coffee.” And that’s where that came from, the Comedians in Cars show.

But my writing sessions used to be very arduous, very painful, like pushing against the wind in soft, muddy ground with a wheelbarrow full of bricks. And I did it. I had to do it because there’s just, as I mentioned in the book, you either learn to do that or you will die in the ecosystem. I learned that really fast and really young, and that saved my life and made my career, that I grasped the essential principle of survival in comedy really young. That principle is: you learn to be a writer. It’s really the profession of writing, that’s what standup comedy is. However you do it, anybody, you can do it any way you want, but if you don’t learn to do it in some form, you will not survive.

Tim Ferriss: When you sit down, is it an empty page? Is it bits and pieces that you’ve noted through the week as observations that you then flesh out? What is actually in front of you when you start?

Jerry Seinfeld: What’s in front of me is I’m usually about 15 or 20 pages of stuff that’s in various states of development. And then there’s a smaller book of just really, really random things. Like, when you’re on a cell phone call and the call drops, and then you reconnect with the person, they’ll go, “I don’t know what happened there.” As if anyone is expecting them to know anything about the incredibly complex technology of the cell phone, they offer this little, I don’t know if it’s an excuse or an apology. They go, “I don’t know what happened there.” So anyway, so I don’t know. So that’s an example of something in that, my little tiny notebook, that I don’t know what to do with that. But it’s just so stupid to me and funny.

So that to me is like an archery target, 50 yards away. Then I take out my bow and my arrow and I go, “Let me see if I can hit that. Let me see if I can create something that I could say to a room full of humans in a nightclub, that will make them see what I see in that.” There’s something stupid and funny about that to me. That’s the very, very beginning. So then I’ll write something about it. It’ll be, if I’m lucky, it’ll be a half a page or a page on a yellow legal pad and I’ll write that. Then in the session the next day, if I get around to it, I will see it again and I will see what I have and what I like and I don’t like. And as any writer can tell you, it’s 95 percent rewrite.

So I have two phases. There is the free-play creative phase. Then there is the polish and construction phase of, and I love to spend inordinate really, I mean, it’s not wasteful to me, because that’s just what I like to do, amounts of time refining and perfecting every single word of it until it has this pleasing flow to my ear. Then it becomes something that I can’t wait to say. And then we go from there to the stage with it. From the stage, the audience will then — I imagine, it’s a very scientific thing to me. It’s like, “Okay, here’s my experiment,” and you run the experiment. Then the audience just dumps a bunch of data on you, of, “This is good, this is okay, this is very good, this is terrible.” That goes into my brain from performing it on stage. Then it’s back through the rewrite process and then new ideas will come.

It’s just millions of different kinds of development. It’s just that. So you’re just trying to get — you’re just going to that place of creating, fixing, jettisoning. It’s extremely occupying. It’s never boring. The frustration I’m so used to at this point, I don’t even notice it. And it’s just work time. It’s just work time. Which, and I like the way athletes talk about, “I got to get my work in. Did you get your work in?” I like that phrase. One of the reasons I was looking forward to doing the show with you, is I know that it’s something you are very interested in.

Tim Ferriss: The craft?

Jerry Seinfeld: Yeah, the systematization of the brain and creative endeavor, or — I really think when I’m working, it’s very much like when you’re watching a pitcher working. On stage, in that we’re going, so that’s the difference. So basically it’s onstage and offstage, it’s the desk and then the stage. And then back to the desk and then back to the stage and that’s endless.

Tim Ferriss: Yeah, the process and the repeatable process, the experimentation like you phrased it, is extremely interesting to me. And if we took or take that cell phone example, the dropping of reception, that’s an observation. It seems to me that you are a real connoisseur of questions. Whether those questions are being used as part of a bit or possibly as prompts. You mentioned the coffee in part leading to Comedians In Cars, in a Harvard Business Review interview, you also mentioned that it’s important to know what you don’t like. A big part of innovation is saying, “You know what I’m really sick of?” For you, that was talk shows where the music plays, somebody walks out to a desk, shakes hands with the host, sits down. And, “What am I really sick of?” being a departure point for innovation. I would love to hear about any questions, if there are questions, that you use as prompts to help elicit observation or materials for yourself.

Jerry Seinfeld: No, that part is somewhat having a very cranky nature and being a sensitive kind of — I don’t know if it’s perception, but you’re just provoked by a lot of things. If you’re lucky enough to have that, the next thing you must do is nurture and protect it and never lose it. The enemy of it is success. Success is the enemy of irritability and crankiness, because now you have money and you can remove the difficulties from your life, and that’s not good.

Tim Ferriss: How do you contend with that? Because you’ve had, certainly you’ve, I would imagine, you’ve had to do things to offset in that case, the creature comforts and so on that come along with the amount of success that you’ve had?

Jerry Seinfeld: Yes.The thing I did that really solved almost all of that issue, is I got married.

Tim Ferriss: Okay, please elaborate.

Jerry Seinfeld: That one, you’ll never run out, if you get married and if you have kids, then you’ve got a goldmine.

Tim Ferriss: So you mentioned just a few minutes ago about wordsmithing until you get everything pleasing to the ear and really obsessing over the prose. I’ve read that one of your explanations for the success of all of your television, was that, “The show was successful because I micromanaged itโ€”every word, every line, every take, every edit, every casting.” And then later on, “If you’re efficient, you’re doing it the wrong way.” There are a lot of questions I could ask about this, but I suppose one is, I understand the logic of it, but for such a long period of time, obsessing over the details like that, did you not find yourself at risk of burnout or just hitting a point of overwhelm or did that not happen to you?

Jerry Seinfeld: Are talking about the series now, or just — 

Tim Ferriss: We’re talking about the series.

Jerry Seinfeld: Oh, the series is a — if you want to look at the comedy arts is the only thing that interests me, creatively, I think, or the only thing I’m any good at. But if I look at the different comedy arts, if I was to break it down, let’s just say into the basics of a standup comedy, a television series, or a movie, I would analogize those to different vessels on the water. 

So a TV series is like a pretty big boat that you can run with a couple of people. A movie is a yacht. There’s so many people, it’s a beautiful thing, there’s a lot of money involved. Everybody wants it. Everybody thinks it’s the ultimate way to go across the water. Standup for me is a surfboard. It’s just you, you paddle out and you try and catch the energy and you’re all on your own. You can do it and go home and nobody but you really even knows what happened.

I think the more people you add to the vessel, the faster you’re going to struggle to maintain its progress through the water. For sure, the TV series got to a point, we did it nine years and the way I was doing it, that was as far as it could go, before it was really going to stop cutting through the water in that beautiful way that it was doing. That’s why I pulled out of it before I had to, before anyone wanted me to, because I didn’t want to be on a boat that was starting to struggle. I didn’t want to have that experience. Even more than that, I didn’t want the audience to have that experience. I wanted to complete this gift to them in a way that they would always go, “Oh, I was given a lovely thing one time in the ’90s, and it was just lovely.”

I wanted them to have it like that. No excuses, no “if onlys”, no, “It did go on a bit, maybe longer than it should have.” I didn’t want to, I just wanted them to have this lovely gift. That’s why I stopped the TV series. I could also describe the TV series to you as a weather event that has an energy that gathers and becomes cyclonic. But every storm blows itself out and that storm was about to run out of energy. So was I. It’s the same thing, because I was at the center of the storm and I could feel the slowing of the cyclonic curve, the funnel.

Tim Ferriss: Is that something that you had a role model for? Is that something you’ve simply perceived? Because it’s very rare for someone to step out like Rocky Marciano. Usually they go a bit too far, they get slapped around a bit or they end up signing baseball mitts at Caesar’s Palace or whatever it is. Did you have any model for that? Was that something you decided entirely on your own?

Jerry Seinfeld: The closest I had, and I would never compare myself in any way, shape or form, was The Beatles. The timeframe of The Beatles was nine years. They broke up for different reasons. We had no discord on my show, like they struggled with, but the portion size of The Beatles just felt so right to me, I thought, and they were together about nine years, and we were together about nine years. There was something about adding that other digit to go to 10. If people said to me, “How long did you do that series for?” And if I said, “10 years.” I could just hear people go, “Wow, 10 years.” Just the portion size just felt too big to me.

Tim Ferriss: You mentioned, I guess, irritation as a wellspring of comedic material. Is it irritation, or is it sensitivity in the connotation of a very sensitive scale, where you’re just perceiving more? Is it a dissatisfaction, or a irritability, or is there — 

Jerry Seinfeld: I think your five senses have been made a little too good, and that’s not quite comfortable. I have a friend, actually, two friends, it was really weird, and they’re married, this is a really weird story. And they both suffered from this breakdown in their hearing. There’s a bone in the hearing canal that, I guess, it’s like a — I think it looks like a little wishbone or something. There’s all these little fine bones in there.

Tim Ferriss: Yeah, the stirrup, all these tiny bones.

Jerry Seinfeld: Yeah. So both of them, the husband and the wife. First the wife, and then the husband, six months later. It’s a very rare condition. So anyway, they both had to get this very delicate surgery on their inner ear, and they replaced that bone with a piece of titanium that’s made to do the same thing. And it’s actually this fantastic cure for this problem. And so they both have these titanium ears now. And when they first got it, their hearing was too good, and it was a little uncomfortable for them, and I think now they’ve adjusted to it fine. But it reminded me of how I feel like my senses are, my eyes and my ears and my skin, and I just feel everything just a little more than I would even like to.

Yeah. I think that’s just a kind of a genetic thing, but I don’t know another comedian that isn’t the same and just has this hair-trigger reaction to anything that irritates them. And a lot of it is visual, I think. And I think I mentioned that in my introduction, that I think jokes come from a kind of intense visual acuity.

Tim Ferriss: You did. Mm-hmm (affirmative).

Jerry Seinfeld: Yeah. So I think that’s part where it comes from.

Tim Ferriss: If we imagine — well, we, meaning the lay audience, imagines comics in our minds’ eyes. You have these sort of hypersensitive catlike creatures, who might be very difficult to put into any type of group. But yet, you mentioned a lack of discord on the show, which I’m not a Hollywood wonk, but I have a little bit of mileage, and that seems to be not altogether common.

To what would you attribute that lack of discord?

Jerry Seinfeld: I don’t like discord. I don’t like it, and I am fearless in rooting it out and solving it. And if anyone’s having a problem, I’m going to walk right up to them and go, “Is there a problem? Let’s talk about this.” Because I cannot stand that kind of turmoil.

Tim Ferriss: That approach to conflict resolution is very proactive. It’s not like you’re being passive aggressive. It’s not like you’re conflict avoidant. Is that something you got from your parents? Is that something that you just came out of the womb having, that direct addressing of discord or problems?

Jerry Seinfeld: I don’t know where I got that. I feel like if you break the human struggle down to one word, it’s confront. And so, I kind of approach everything that way. Just the act of the confront is like — what do people always say? Admitting you have a problem, all that nonsense. I did read some pop psychology books.

I was very much a searcher in my younger years, yoga and Zen and a little Scientology, Transcendental Meditation, Buddhism. I read a lot of stuff, looking — I don’t know what I was looking for. I think I was looking for a working philosophy, I think, is what I was looking for, in life, to apply. And I kind of formed my own little — I don’t know if “religion” is the right word, but I definitely created my own belief or operating system.

Tim Ferriss: Operating system.

Jerry Seinfeld: I think operating system would be the best term for what I’ve created, because it’s very pragmatic. It’s not faith-based in any way. But that’s one of my biggest principles is confront.

Tim Ferriss: Are there any other examples that you could give from your operating system, any other guiding rules or principles, or anything that stuck from that seeking period?

Jerry Seinfeld: Well, my guiding rule is systemize. What’s the problem? The problem is — like my daughter. My daughter is very creative. She’s extremely bright. She’s got an incredible head on her shoulders, and I’ve seen myself in her at that age. She’s way further advanced than I was at that age, but she doesn’t know — 

She has a creative gift. Okay? So I say to her, “When you have a creative gift, it’s like someone just gave you a horse.” Now, you have to learn how to ride it. You got to learn how to ride this horse. I’ve seen people that are born by the dozens and dozens, I’ve seen people that were given black stallions, and it usually — if you have a black stallion, like from that movie, and you’re born, and they just put you on it — and that’s what happens. They just put you on it. And you either learn to ride this thing, or it’s going to kill you.

And we have many, many examples of that. So she’s trying to write this thing. She’s struggling, “I can’t write. I keep putting it off.” So I explain to her my basic system, which you already talked about at the top of the show, which is, if you’re going to write, make yourself a writing session. What’s the writing session? I’m going to work on this problem. Well, how long are you going to work on it? Don’t just sit down with an open-ended, “I’m going to work on this problem.” That’s a ridiculous torture to put on a human being’s head.

It’s like you’re going to hire a trainer to get in shape, and he comes over, and you go, “How long is the session?” And he goes, “It’s open-ended.” Forget it. I’m not doing it. It’s over right there. You’ve got to control what your brain can take. Okay? So if you’re going to exercise, God bless you, and that’s the best thing in the world you can do, but you got to know when is it going to end. “When is the workout over?” “It’s going to be an hour.” “Okay.” Or “You can’t take that? Let’s do 30 minutes.” “Okay, great.” Now we’re getting somewhere. “I can do 30.”

I’m trying to teach my son, who knows how to do Transcendental Meditation, how to do it. You know? I assume you know about that.

Tim Ferriss: I do. Yeah, I practiced this morning.

Jerry Seinfeld: Okay, so — “I can’t do it 15 minutes.” “Okay, let’s do 10. Let’s do 10. Let’s come up with something you can do. That’s where you start everything. That’s how you start to build a system.” So my daughter — so I said to her, “You have to have an end-time to your writing session. If you’re going to sit down at a desk with a problem and do nothing else, you’ve got to get a reward for that. And the reward is, the alarm goes off, and you’re done. You get up and walk away and go have some cookies and milk. You’re done.”

If you have the guts and the balls to sit down and write, you need a reward at the other end of that session, which is “Stop now. Pencils down.” So that’s the beginning of a system that to me will help almost anybody learn to write, which is something I’ve kind of wanted to teach in a way, because I think it’s so simple.

I think exercise is pretty simple too, but people don’t — they don’t come up with good, simple little systems. They just try and do it, and to me, that’s — you’re going to fail.

Tim Ferriss: Yeah. The simple doesn’t mean easy, and the point you made — 

Jerry Seinfeld: No, no, no. Not easy — 

Tim Ferriss: — is to — 

Jerry Seinfeld: — but simple.

Tim Ferriss: — so important. The incentives. Right? Having a reward. Having a defined format. How long did your daughter end up choosing for her writing duration, or how long — 

Jerry Seinfeld: I told her — 

Tim Ferriss: — have you chosen?

Jerry Seinfeld: I told her, “Just do an hour.” That’s a lot. She says, “I’m going to write all day.” “No, you’re not. Nobody writes all day. Shakespeare can’t write all day. It’s torture.”

Tim Ferriss: Yeah. If you taught a class on writing, what other lessons might you have, or resources, or anything, exercises? Because I’m imagining that your daughter could sit down, she says, “All right, I have an hour.” And then you ask her how her writing session went, and she said, “Well, I didn’t have any idea what to write.” So you’d have — I don’t know what age the students would be in your course, but what else would be a component of your class on writing?

Jerry Seinfeld: Well, I would teach them to learn to accept your mediocrity. No one’s really that great. You know who’s great? The people that just put tremendous amount of hours into it. It’s a game of tonnage. You know?

Tim Ferriss: Totally.

Jerry Seinfeld: How many hours are you going to work per week, per month, per year? You might even want to chart that. Or with your exercise, if you want to get in shape. I couldn’t get in shape. I started out as a jogger in the ’70s, and I would run three miles a day. And then I got older, and I got married late, and I had young kids. And I really had to get in shape, and I picked up this book by Bill Phillips called Body for Life.

Tim Ferriss: Body for Life, yeah.

Jerry Seinfeld: And it’s really, really — it’s such a system for a primitive brain, and I do it to this day. I think it’s a work of genius, this book. And it really got me in shape, because he broke it down to, “Here’s what we’re going to do. In minute one, here’s what you’re going to do, to minute five, minute 12. And this is going to end in 45 minutes.” Or whatever it is. And every minute, I know exactly what I’m doing, and that turned the key for me. And all of a sudden, I was getting in shape, because I never had to ask, “What am I doing now?” Or, “What are we doing next?”

It’s like you’ve got to treat your brain like a dog you just got. The mind is infinite in wisdom. The brain is a stupid, little dog that is easily trained. Do not confuse the mind with the brain. The brain is so easy to master. You just have to confine it. You confine it. And it’s done through repetition and systematization.

Tim Ferriss: So let’s talk about feedback in the experimental loop that you mentioned earlier, which was desk, stage; desk, stage; desk, stage. 

One form of feedback would be audience feedback, and I’m curious what other forms of feedback you have.

Jerry Seinfeld: There is no other feedback, if that means anything.

Tim Ferriss: Okay, got it.

Jerry Seinfeld: Well, okay. Here’s a little — a fine point of writing technique that I’ll pass along to you writers out there. Never talk to anyone about what you wrote that day, that day. You have to wait 24 hours to ever say anything to anyone about what you did, because you never want to take away that wonderful, happy feeling that you did that very difficult thing that you tried to do, that you accomplished it, you wrote. You sat down and down and wrote.

So if you say anything — it’s like the same reason — have you ever heard the thing like, you never tell people the name that you’re going to give the baby — 

Tim Ferriss: Sure.

Jerry Seinfeld: — until it’s born? Because they’re going to react, and the reaction is going to have a color. And if you’ve decided that that’s going to be the baby’s name, you don’t want to know what anybody else thinks. I will always wait 24 hours before I say anything to anyone about what I wrote, so you want to preserve that good feeling. Because let’s say you write something and you love it. And then later on that day, you’re talking to someone, and you go, “Hey, what do you think of this idea?” Blah, blah, blah. And they don’t love it? Now that day feels like, “I guess that, that was a wasted effort.”

You always want to reward yourself. The key to writing, to being a good writer, is to treat yourself like a baby, very extremely nurturing and loving, and then switch over to Lou Gossett in Officer and a Gentleman and just be a harsh prick, a ball-busting son of a bitch, about, “That is just not good enough. That’s got to come out,” or “It’s got to be redone or thrown away.”

So flipping back and forth between those two brain quadrants is the key to writing. When you’re writing, you want to treat your brain like a toddler. It’s just all nurturing and loving and supportiveness. And then when you look at it the next day, you want to be just a hard-ass. And you switch back and forth.

Tim Ferriss: When you had come offstage and feel like you had really nailed a set, you just killed, would you ask for feedback from other comics who you might respect, who are there? Would you do something to celebrate instead and not — 

Jerry Seinfeld: Well, you just got feedback. You don’t need to — 

Tim Ferriss: You don’t need to ask the professionals?

Jerry Seinfeld: That’s the paradise of stand-up comedy. You don’t have to ask anyone anything. Stand-up comics receive a score on what they’re doing more often and more critically than any other human on Earth. Even a pitcher, he’s not on the mound for an hour-and-20-minutes straight, having his pitches judged by the umpire.

And, by the way, some of those calls are opinions of the umpire that may or may not be true. Every opinion the audience gives you is 100 percent accurate.

Tim Ferriss: Right. How they feel is fact.

Jerry Seinfeld: Suffer that pain or have that advantage.

Tim Ferriss: When you did well, much like after checking the box of doing an hour long writing session, would you reward yourself, or was that not part of the process for you?

Jerry Seinfeld: I reward myself constantly, I mean, but there’s no greater reward than that state of mind that you’re in when that set is working, if you can extricate yourself from yourself, which is the goal in all sports and performance arts. If you get out of your mind and are able to just function on your sense technique that you have, there is no greater reward. But if you want to have an ice cream sundae, go ahead. It’s going to pale in comparison.

Tim Ferriss: Yeah. Did you have a long-term plan? If we go back to the early days, did you have any type of long-term career plan for yourself, or was it really the ball in front of you and executing on that one next step, and then career emerged from that approach, or something else?

Jerry Seinfeld: Are you asking me if I had a backup plan if stand-up didn’t work out? Is that what you meant?

Tim Ferriss: No. I’m asking you if you had a long-term career plan within the world of comedy.

Jerry Seinfeld: No. I didn’t even know if you could make a living as a stand-up comedian unless you were George Carlin. So I didn’t know anything about it. And the truth was, there really wasn’t a world, an infrastructure, like exists today. We didn’t know if there was any jobs out there, even if we were able to learn how to do it. We had no idea of what we were doing. It was completely blind leap of faith, out of the plane with the parachute, hoping there wasn’t laundry in there.

Tim Ferriss: What is the feeling? I mean, you mentioned it, but I would love, as someone who is hypersensitive, for you to describe that feeling that would make an ice cream sundae superfluous. Right? That feeling of getting that feedback. What is it in the body? What is it — or in the mind? However you want to answer that. What does it feel like to you?

Jerry Seinfeld: I sometimes will describe it as math and music, which is kind of the same thing. Music is so mathematical, as is stand-up, is extremely mathematical. So I mean, I certainly don’t have to tell you what — that you’re just looking for a state of mind. You’re trying to maneuver yourself into a state of mind that you know is your highest function level. But there are many levels below that that are good enough to get the job done so that you can call yourself a professional. So that’s all there is. It’s musical, it’s very rhythmic and musical. It is for me. I’m looking to get myself in a rhythm and then to get the audience in a rhythm, very much like a conductor, I think, would feel. A conductor has a piece of music, I have a piece of music in front of me, and now I have to get the symphony to be doing it the way we know it can be.

And then the audience comes along and supports that, and it’s this absurd struggle. And I really think being a conductor or a surfer is the best analogy because the forces that you’re attempting to corral are so much greater than you. The wave has so much more strength than you have. All you can hope to do is navigate within it. And that’s the goal, to just get to that very brief, very transitory perception of mastery. It seems in this moment that I am completely mastering this audience, but it’s only a moment. It’s only a moment. I couldn’t stay up there very long. And even an hour is not a long time.

Tim Ferriss: Totally.

Jerry Seinfeld: It’s not a long time. And it takes years and years and years of work and study and practice to be able to do that, to do the hour. The hour is really the standard in my business. A lot of people can do 20. Some can do 35. There’s a lot of really good guys at 45. An hour, an hour 15, I think, again, I’ll go to my favorite, which is baseball, for analogies. It’s the complete game. Can you finish the game? And that’s the hour 10, hour 20. That’s nine innings of mastery.

Tim Ferriss: Yeah. You need to have not just a lot of material, but a lot of practice and tonnage, as you put it, to perform at a high level for that period of time, and you’ve — 

Jerry Seinfeld: And manage their energy and yours.

Tim Ferriss: Totally.

Jerry Seinfeld: It has to ebb and flow.

Tim Ferriss: And that’s, just to piggyback on the analogy you used, very much similar to sports. And I’ve had a lot of athletes on the show, and even some surfing legends like Laird Hamilton that’ll say you should call surfing paddling, because that’s what you’re actually doing most of the time. What you get to show at the end of the day is the cover shot surfing the big wave, but that’s really the output of a lot of tonnage.

Jerry Seinfeld: Right.

Tim Ferriss: And I know you’ve been quoted as thinking of yourself more as a sportsman than an artist. And for a lot of athletes, routine is super key to managing energy and putting in the reps and producing good results. There’s a quote from you in The New York Times, and the quote is, “I’m not OCD, but I love routine. I get less depressed with routine.” Aside from the writing sessions, are there any other routines for you that are particularly important as scaffolding or automatic behaviors?

Jerry Seinfeld: Yeah. Exercise, weight training, and Transcendental Meditation. I think I could solve just about anyone’s life, and I don’t care what you do, with weight training and Transcendental Meditation. I think your body needs that stress, that stressor. And I think it builds the resilience of the nervous system, and I think Transcendental Meditation is the absolutely ultimate work tool. I think the stress reduction is great, but it’s more the energy recovery and the concentration fatigue solution, which is of course, as a standup comic, I can tell you, my entire life is concentration fatigue. Whether it’s writing or performing, my brain and my body, which is the same thing, are constantly hitting the wall. And if you have that in your hip pocket, you’re Columbus with a compass.

Tim Ferriss: I was chatting with Hugh Jackman on the podcast, and he’s also a — devout seems like an odd word to use since it can be used quite secularly, but proponent of TM. What does your weekly schedule look like for weight training? When do you do it? And do you do TM twice a day? Or do you — 

Jerry Seinfeld: I do it at least twice a day, but I will do it any time I feel like I’m dipping — 

Tim Ferriss: Energetically.

Jerry Seinfeld: Yeah, yeah, yeah. If I sit down and the pen doesn’t move for like 20 minutes, I know I’m out of gas. Why isn’t the pen moving? My weight training routine is three times a week for an hour a session, but I’m into that. I’ve been into that. I mentioned the Bill Phillips Body For Life program — 

Tim Ferriss: Body For Life.

Jerry Seinfeld: — the HIIT training. So it’s three times a week of weights, and three times a week, the interval cardio training. And there are a lot of days where I want to cry instead of do it because it really physically hurts. But I just think it’s very balancing to the forces inside humanity that I think are just, they overwhelm us. We are overwhelmed by our own power. And you got to put that ox in the plow, make it do this stuff that it doesn’t want to do. It just keeps it — what the hell do oxes do in the wild? I can’t imagine they were happy.

Tim Ferriss: Checking Twitter, just developing neuroses.

Jerry Seinfeld: Yeah. So put it in the harness. I mean, I don’t know. A lot of my life is — I don’t like getting depressed. I get depressed a lot. I hate the feeling, and these routines, these very difficult routines, whether it’s exercise or writing, and both of them are things where it’s brutal. That’s another thing I was explaining to my daughter. She’s frustrated that writing is so difficult, because no one told her that it’s the most difficult thing in the world. It’s the most difficult thing in the world is to write.

People tell you to write like you can do it, like you’re supposed to be able to do it. Nobody can do it. It’s impossible. The greatest people in the world can’t do it. So if you’re going to do it, you should first be told: “What you are attempting to do is incredibly difficult. One of the most difficult things there is, way harder than weight training, way harder, what you’re summoning, trying to summon within your brain and your spirit, to create something onto a blank page.” So that’s another part of my systemization technique, learn how to encourage yourself. That’s why you don’t tell someone what you wrote. And be proud of yourself, treat yourself well for having done that horrible, horribly impossible thing.

Tim Ferriss: I would have to imagine, and maybe this is just a projection, because I hope that when I have kids, which I don’t have yet, that this will be true for me, but that being kind to your creative self and offering positive reinforcement for yourself through the process would affect how you parent, I would have to imagine.

Jerry Seinfeld: Yes.

Tim Ferriss: Or is that — 

Jerry Seinfeld: Yes. Unfortunately, we seem to have lost the Lou Gossett side of parenting.

Tim Ferriss: Pesky Child Protective Services. What do they know?

Jerry Seinfeld: But yeah, it is similar. You want to be very encouraging, but you also want to explain, “There are laws in life that you need to know about, or it’s going to hurt.” I think one of the better lines I’ve come up with over my life is that pain is knowledge rushing in to fill a void with great speed.

Tim Ferriss: Huh. Could you say that one more time, please?

Jerry Seinfeld: Pain is knowledge rushing in to fill a void. You don’t know that that post of your bed was not where you thought it was, but when your foot hits it, that knowledge is going to come rushing in really fast, and it’s going to really hurt when your foot hits that post, because that was a piece of knowledge that you didn’t have, that you’re going to get, you’re about to get.

Tim Ferriss: You were talking about Black Stallion and learning to ride the black stallion lest you be broken yourself by your superpowers/potential murderers. I’ve struggled with depression for decades and have found some respite in the last five or six years for a whole host of reasons. But aside from the writing and weight training, is there anything else that has contributed to your ability to either stave off or mitigate depressive episodes, or manage?

Jerry Seinfeld: No. I still get them. I still get them. The best thing I ever heard about it was that it’s part of a kit that comes with a creative aspect to the brain, that a tendency to depression seems to always accompany that. And I read that 20 years ago, and that really made me happy. I realized, well, I wouldn’t have all this other good stuff without that. That just comes in the kit, that you have a tendency to depression. But I think it’s fair to say that I don’t know a human that doesn’t have the tendency. I’m sure it varies.

Tim Ferriss: Yeah, I have a number of friends who are in comedy, and a lot of them are afraid of getting any type of treatment or taking antidepressants because they worry that it would rob them of their comedic insight. I don’t know if that’s something you’ve run into yourself, or is it more that you accept it as a natural byproduct or companion to the sensitivity?

Jerry Seinfeld: I would agree. A chemical intervention to stabilize your mood, I would be nervous about that also. And besides which, as you know, as we all know, there are many other better remedies that — basically a pair of running shoes is probably better than any of the drugs they have on the market, depending on the severity, of course.

Tim Ferriss: Yeah. Or at least make sure that you’re adding those elements into your life, since I think we all know people who take antidepressants and are still depressed, so it’s worthwhile to tick off the bigger boxes, behaviorally speaking.

Jerry Seinfeld: Yeah. I don’t think depression is really a creative source. I think irritability and crankiness is, but not depression.

Tim Ferriss: Right.

Jerry Seinfeld: Depression is just an annoying thing we have to deal with.

Tim Ferriss: So you gave me a quote. I’ll ask you one more question, and then we can — 

Jerry Seinfeld: We can go a little more. I’m enjoying this so much. Let’s go a little more.

Tim Ferriss: All right. Let’s do it. So, following up on depression, I’d love to ask about failure just to keep this bright and shiny. Can you think of how a particular failure or apparent failure set you up for later success? In other words, do you have a favorite failure of any type, something that seemed catastrophic at the time that in fact set you up for great things later?

Jerry Seinfeld: Yeah, yeah. I have a couple really good ones. And that’s another thing I try and teach the kids. When something horrible happens, I think, of all the things I would trade, if you could take your experiences and ask to trade them in, the last ones I would trade would be the failures. Those are the most valuable ones. But when I moved to L.A., I was only doing comedy four years, but I had built up a pretty good reputation in New York. And New York was really, in those days, still very much the minors to L.A., which was the majors. And so I went out to L.A., and people talked, that I was coming, and that I was one of the hot guys coming out of New York. And I was only doing it four years. I was 25 years old.

I mean, really still just starting. And The Comedy Store was the club in L.A. that you had to break into, that was the club, and the guys that worked there and the women were killers. I mean, these people made the room just shake with laughter. It was very intimidating to go on there. And I went on there, and I did very well. And in those days, you would call, and they would give you spots if you were good, and I would never get spots. I would get like one spot a week, and one spot a week is like one push-up a week. It’s like, forget it. Don’t even bother. And so I asked to meet with Mitzi Shore, who was the owner of the club and the person who ran the whole thing there.

And she said to me, “I’m the kind of person that needs to get stepped on, and that’s what you need. You need someone to step on you, and I’m going to be that person.” And she said, “If I had four spots available and you called in, I would give all four spots to this other guy.” She mentions this other guy. And I sat there in her office, and I nodded.

I nodded, and I said, “Well…” I won’t mention the name of the guy she said she was going to give the four spots to. I said, “Well, if maybe he can’t do all four, I’d be happy to take any of the ones he can’t do.” And I walked out of there, and I never worked at The Comedy Store again. And saying you’re not working at The Comedy Store in L.A., it’s like saying, “I want to be a baseball player, but not the majors. Not the majors of the United States. I’m going to ply my trade someplace else.” You know what I mean?

Tim Ferriss: Lithuania.

Jerry Seinfeld: Yeah. And so from there, I went from — I hope it doesn’t sound immodest — from being absolutely at the top of the heap in New York City to playing at discos in the basement in L.A., to like eight people. But my resentment and hostility to her, I would say I was a three day a week guy in terms of my writing discipline in those days. And I went from three days a week to seven right there. And I was like, “Okay, this is…” I was angry. I was angry. I was frustrated. I was resentful. But I used that. It was just fuel for me. She wasn’t stopping me. Nobody was going to stop me. But when someone is that hostile to you, that can be a very good thing if you’re tough, if you’re tough enough to eat that shit and say, “She’s not stopping me.”

Tim Ferriss: That’s a great story. It makes me think of one of my friends, Alexis Ohanian, co-founded Reddit. And at one point early on, they were super excited about — of course, their company, their baby, they’d put all of their waking hours into it. And they met with some Yahoo executive who was basically just fishing for inside information. And at some point in the meeting, this exec said, “Oh, there’s your traffic? Oh, that’s a rounding error for us.” And so Alexis — 

Jerry Seinfeld: Oh, God.

Tim Ferriss: — and his guys took a huge — they made a poster that said, “You are a rounding error,” and put it on the wall in their office. It worked.

Jerry Seinfeld: Yeah.

Tim Ferriss: It worked. So what then transpired after you went from three days a week to seven days a week? When did you get a glimmer of hope and/or vindication after just doubling down?

Jerry Seinfeld: The Tonight Show saw me, and every comedian in the world wanted to get on The Tonight Show in the ’70s and ’80s. It was the only way out of the clubs, to real gigs, was to be on The Tonight Show. The clubs was, you’re working for free. Free. Zero. That’s not really the object. The object is to get paid. The object is to be a professional. So when you’re on The Tonight Show, you’re going from the service road to lane one in five minutes.

Tim Ferriss: No more Applebee’s. Yeah, yeah.

Jerry Seinfeld: In five minutes. And I told that story in the book, too, what that felt like. My favorite sporting thing — I mean, I’m a baseball maniac, but the hundred meters in the Olympics is this thing I love. I love the hundred meters. And that’s what happened when you did The Tonight Show in those days. When I see Lindsey Vonn at the top of a mountain, or I see those guys kicking their legs when they’re in the blocks, I know what that feels like. I know. And I’m very grateful that I know that, because if you’re an adrenaline junkie, which I am, there’s no good comedian that isn’t, that’s a big treat in life to know how that feels, that I’m going to change my whole life in the next three minutes.

Tim Ferriss: How many times did you rehearse that three minute segment of material? I mean, I would imagine you must have done it a thousand times before you — 

Jerry Seinfeld: A thousand times, a thousand times.

Tim Ferriss: Yeah. Did you ever have another conversation with Mitzi Shore, or did you ever convey any message to her or have any communication?

Jerry Seinfeld: I did. I did. When I got my TV series in the ’90s, I moved up to this fantastic house in the Hollywood Hills that overlooked all of L.A. And every day I would drive down the hill to go to the studio to work on the show, I would see Mitzi taking her walk on a nearby street that we happened to have in common. And I would always give her a nice look. I wouldn’t wave or honk, but our eyes met many times.

Tim Ferriss: Newman! Newman!

Jerry Seinfeld: Many times. And you know what? Maybe she was right. Maybe she was right. Maybe I did need someone to step on me.

Tim Ferriss: Why did she respond that way? That just seems so aggressive. Did you — 

Jerry Seinfeld: Because I would never be the type of broken-winged bird that she wanted to have in her little chicken coop of dysfunction that was The Comedy Store in those days. I was not built like that. The whole reason I wanted to be a stand-up comic is because I wanted to say to myself and to the world, “I don’t need you. I can do this myself.” And The Comedy Store was filled with people that needed her, and she’s going to — the comedy world in those days was a druggie — it’s a very dysfunctional world, the comedy world, because you’re taking these people that can’t fit in, they have this one skill, and then you put them in a situation where they can get anything they want. So whatever dysfunctional chemical, sexual, you’re lazy, you’re broken, you’re messed up, now you have no structure around you to fix it. You know what I mean? You’re out in the world. You’re completely on your own. It’s designed to break human beings, stand-up comedy. It’s a perfect way to break a person psychologically.

Tim Ferriss: I’ve only been to The Comedy Store once. I was brought there by a friend. And I went into one of the back rooms, I’m sure you would know the name of this room. But they listed off a whole lot of old names. I want to say Sam Kinison and a bunch of others. And they said, “This was the green room,” blah, blah, blah, blah, blah. And there was this huge table with a mirror top with thousands of scratches on it, and not from fingernails, right? You just think, “My God. if you don’t have rails to stay on, I mean, pun intended, I guess, the environment is just designed to destroy.”

Jerry Seinfeld: Yes. That’s part of the fun, also — 

Tim Ferriss: The moguls, yeah.

Jerry Seinfeld: It’s like you’re a fish in the Hudson. It’s a toxic environment. The attrition is brutal. You never have to say, “I don’t get why people like this comedian.” Don’t worry. Don’t worry. You don’t have to comment on it. The environment itself will correct — it is a self-correcting ecosystem of pure toxic water.

Tim Ferriss: The self-sufficiency or desire for self-sufficiency that you gave voice to, the proving to others that you can do it on your own, seems to be a very sharp contrast to a lot of entertainers I know, including comics who seem to have a lot of codependency, right? They need the audience to validate like they need life support if they had respiratory collapse. Was that perspective and that, I suppose, just character or constitution rare, meaning your particular ability to — 

Jerry Seinfeld: I have to say that the constitution is kind of rare. But I also have to say I don’t know anyone who made it over a long period of time that didn’t have it.

Tim Ferriss: Yeah.

Jerry Seinfeld: And that’s another thing that kind of leads me to the weight-training aspect. I think it builds your constitution.

Tim Ferriss: Mm-hmm (affirmative). Yeah. Yeah, the weight-training — I just want to give credit where credit is due, with Bill Phillips — I read that book a long time ago. This was before my second book, which was on physical performance. And I was really impressed because it is to me, first and foremost, a book about behavioral modification and behavioral psychology and it really nails those elements really, really well. And if I think back across the hundreds of interviews on this podcast, whether it’s Bob Iger and the world of business and heading Disney, or an athlete, or otherwise, if you look at the people who have really performed at a high level for decades, weight-training seems to be one of the constants or one of the near constants.

Jerry Seinfeld: Yeah, because you’re deteriorating. You’re just trying to bend that curve a little bit. I’m 66. I shouldn’t be performing at this level at 66. I should be over. So you have to cheat the biology.

Tim Ferriss: Yeah. 66. I suppose I could have tried to do the math. I never would have guessed. Do you just wake up some days and find that number to be unbelievable to you? Or is it a foregone conclusion, I guess, because you’re in your own body and go year by year?

Jerry Seinfeld: I find it funny and I find it really makes the game fun because I know this should not be happening. I am getting away with murder. That’s another thing I believe in. We’ve talked about systemizing. Gamifying is another thing I’m very big on. Let’s make this into a game. Whatever the problem is, let’s make it a game. So, to me, it’s a fun game. I wouldn’t say this around my family, but I don’t care if I drop dead tomorrow. I still feel like I played the game well, you know?

Tim Ferriss: Yeah.

Jerry Seinfeld: That’s all I want to feel. I just want to feel like I played the game well.

Tim Ferriss: What would be an example of gamifying? I mean, I’ve read of course about Seinfeld‘s productivity secret, marking the crosses on the calendar, which I guess some people — 

Jerry Seinfeld: That’s not really a game. That’s more of a stat — I think stats are good if you want to improve anything. My trainer, Adam Wright, and I always like to play this game, well, this was the maximum amount of weight you did three months ago for this many seconds or whatever, and then it’s like — so it’s a game now. Let’s see if I can keep the reps going for 30 seconds. Last time was 25. So it’s a little game. Again, this goes back to the human brain is a schnauzer. It’s just a stupid little contraption that you can easily trick. As soon as you tell me I did it 25 seconds last time, okay, let’s see if I can do 30.

Tim Ferriss: Yeah.

Jerry Seinfeld: That’s not wisdom. That’s not intelligence. It’s a stupid little machine. It’s going to do that every single time. Every time you tell someone your last best was 25 seconds, you’re going to try for 30.

Tim Ferriss: Well, thinking back to what ox do when they’re not in a yoke and how disquieted they would be if they were checking Twitter all day — 

Jerry Seinfeld: Yeah, oxen in the wild.

Tim Ferriss: Yeah. In the world of dog training, I know a couple of really high level dog trainers, and one of the expressions you hear, it’s kind of this mantra like you would find in the military or something, which is a tired dog is a happy dog, and just ensuring that your dog is properly exerted, right?

Jerry Seinfeld: Uh-huh (affirmative). Yes.

Tim Ferriss: I think there’s a lot to that as a human also.

Jerry Seinfeld: Yeah, yeah.

Tim Ferriss: So if you’re looking at gamification in the, let’s just say the fitness realm, are there other ways that you’ve applied that to your creative or professional work? I guess you have these logs, so in a way, I mean, you have.

Jerry Seinfeld: Yeah, but I don’t score myself creatively. I don’t believe in that. This kind of gets into my thoughts on material. I don’t know if this will illuminate this for you, but one time I was — I love to go on stage at Gotham, and hearing about the vaccine today got me very excited that maybe I’ll be going back there soon on 23rd Street in the city. That’s where I like to play with material. So I’ll go there and I’ll go on stage, I’ll do 20 or 30 minutes just working on material. And then I like to take questions from the audience. And when I perform for gigs, the audiences are too big to really take questions. It’s too difficult. But in a room of a couple hundred people, you can take questions.

So one night this guy says to me, he says, “When you go back to the same city twice, do you ever worry that they’re going to see the same show you did last time, or how do you know what you did? How do you know when it’s time to take a piece of material out of your act that you’ve been doing it too long and it needs to be retired and you should do something else?” Kind of reasonable questions from a regular person. And I said, “So these pieces I was doing tonight,” I said, “do you think that you could think of things similar to this?” And the guy says, “Oh, God, no, not in a million years.” And I went, “Yeah, that’s what I was thinking.”

So the point of that story is if I’m going onstage and I’m doing these bits, however long it took me to figure this stupid bit out and however many years I’ve been doing it, which I don’t even know, just be glad I’m doing that. It’s a good thing. It’s a good thing. This goes to my nurturing side of the equation. If you’re getting onstage and standing in front of a group of strangers and trying to make them laugh, God bless you. I don’t give a shit what you do. I don’t care if it’s old stuff, new stuff. I don’t care if you’re dirty, if you’re clean. If you’re going to stand up there by yourself and try and make me laugh, I love you, and I’m not going to criticize anything you do beyond that. I’m not going to criticize it. And you shouldn’t criticize yourself either. So in other words, to go back to do I gamify it? No. It’s always a win. If I got up there and tried to do it, I win, even if I didn’t reach what I’m trying to reach. Even if to me it’s a four out of 10 show, I still pat myself on the back for it.

Tim Ferriss: It’s still a win.

Jerry Seinfeld: It’s still a win.

Tim Ferriss: When you hear the word “successful,” who comes to mind for you and why? Could be parents, but could be outside of parents. Could be anybody, but for you, when you hear that word, is there anyone who is really a sort of paragon of what you would consider success or someone you have looked up to as someone who is successful?

Jerry Seinfeld: Well, that’s a pretty broad term.

Tim Ferriss: Hyper-broad. It comes down to kind of how you define it. also.

Jerry Seinfeld: Yeah. I don’t know if I mean it as a joke, but I say a lot these days, survival is the new success. And I’m a big — look, Tim, what do you want me to tell you? In my business, if you’re 60+, or even if you’re 55 and you’re getting paid to work, paid well, you have crushed it. So stand-up comedy, I would move this piece of our conversation next to the toxic ecosystem of this world, when you have seen the attrition that I have seen, it’s like In the Heart of the Sea. You know that book? Ron Howard made the movie. When they’re dropping like flies and the handful, that small handful — 

Somebody asked me the other day, “How many people whose careers were made on The Tonight Show with Johnny Carson are still working?” I didn’t want to answer the question. Longevity is what I — because you had it. You know what I mean? You had it. You had it. So once you have it, you can only lose it. You can only fail to take care of it. And that’s when we get to health and work ethic and managing yourself so that you don’t break. Because they’re trying to break you. I always tease my friend, Jimmy Fallon, that this is like a sick experiment, these talk show gigs. Let’s take a human being, put them in a studio for decades, doing an hour of television a day, and let’s see what breaks. It’s sick. It’s a sick human experiment. It’s like a Pope job. It’s like they just do it till you’re dead.

Tim Ferriss: The forever Skinner box.

Jerry Seinfeld: Yeah.

Tim Ferriss: Oh, God. Yeah, that’s brutal. Brutal.

Jerry Seinfeld: There’s a fantastic book about stand-up that I read during the virus called Seriously Funny, and the guy writes only about comedians of the ’50s and ’60s. And the introduction of that book, which is like 20 pages long, and he goes through Woody and Lenny and Joan Rivers and all these great people, and how it broke one after the other. One after the other was broken by it. They’re either worn out or their brains cracked or their psychology cracked. It just took them apart. It’s a very, very difficult profession to sustain in. So just to survive, to me, is the game. That’s my concept of success. Did you beat them at their game? They designed this thing to kill you.

The travel. Do you realize what it takes to travel, to go to the airport in your 50s and your 60s, to fly on planes, to go to strange cities, to go to hotels, to put on a suit, to go out on stage at eight o’clock at night and run around and yell and project your physical energy for an hour in front of thousands of people? They’re trying to kill you. So I have made it into a game. It’s like Mitzi. I’m going to step on you, and I went, “No, no. I’m going to step on you.” That’s the game we’re playing. That’s life. Life is they’re trying to kill you. You get this free ride till you’re, let’s be generous, 43, and then God goes, “You know what? I’m going to move on to the people in their — 16 to 23 and I’m going to give them my best. If you want to hang around, you can hang around, but I’m not giving you anything anymore. It’s on you now. If you want to stick around, go ahead, but I got nothing for you. You figure it out.”

Tim Ferriss: So this caught my attention because I’m exactly 43, so perfect.

Jerry Seinfeld: We got to end on that. That was great.

Tim Ferriss: Yeah.

Jerry Seinfeld: God is happy to — “I’m not going to ask you to leave, but I got nothing for you. I’m going to start giving these 15-year-old girls amazing stuff. And the boys, I’m going to give them crazy — that’s my focus. My focus is 15-year-olds, turning them into superhumans. You? Done with you.”

Tim Ferriss: Yeah. I’m the eight-foot sturgeon in the Hudson, barely limping along.

Jerry Seinfeld: Yeah. No one’s going to ask you to leave, but we’re not giving you anything. No food. No help. There is no help.

Tim Ferriss: So survival is the new success. If you have time for one or two questions, then I can bring this to a close. I need to go do some interval training, eat some lentils. This is a question that sometimes hits a dead-end, and I’ll take the blame for that if it does. You’ve already given a bunch of possible answers to this, but if you had a billboard, metaphorically speaking, that could get a message, a quote, an image, question, anything out to billions of people, what might you put on that billboard?

Jerry Seinfeld: Back in the ’80s, I had a friend who was teaching a comedy course at The Improv on Melrose in L.A., and he asked me if I would come in and talk to the class. I said sure. And I went in and there was, I don’t know, maybe 20 people in the class. It was in the afternoon. And I went up on stage and I said, “The fact that you have even signed up for this class is a very bad sign for what you’re trying to do. The fact that you think anyone can help you or there’s anything that you need to learn, you have gone off on a bad track because nobody knows anything about any of this. And if you want to do it, what I really should do is I should have a giant flag behind me that I would pull a string and it would roll down, and on the flag would just say two words: just work.”

Tim Ferriss: Just work.

Jerry Seinfeld: Just work.

Tim Ferriss: Yeah. I love it. Well, that is, I think, an excellent place to wrap up. Jerry, people can find you on all the socials, Twitter, Instagram, Facebook @JerrySeinfeld. The new book, Is This Anything?, Which features your best work across five decades, that’s nuts, in comedy and it’s a fascinating book and a hell of a ride. I highly recommend people check it out. For anyone who is a student of creative process, it doesn’t have to be comedy, but craft, whatever that craft happens to be, I think you are a real exemplar of just doing the work, but doing it in also a systematic way, which is a particular species of working that I think makes a beautiful case study. This has been so much fun for me. I really appreciate you taking the time, Jerry.

Jerry Seinfeld: Thanks. I love talking with you, Tim, and your podcast is the best.

Tim Ferriss: Oh, thanks so much. It really makes my day to have the chance to have a conversation with you. I’ve had the bass riff from Seinfeld go through my head all day in prep for this, and it’s a real gift that you’re showcasing and sharing your notes with the world over such a period of time. I mean, it is I think something that will really provide, like you said, just work, but nonetheless will provide so much help to and inspiration to people who are just setting out, unlike the 43-year-old, eight-foot sturgeons, those 15-year-olds, 15- to 20-year-olds. I will let you get back to your day, but this has been great. And please do let me know if I can help in any way or with anything else.

Jerry Seinfeld: Oh, it’s been a great pleasure, Tim. Great pleasure. And thank you for the kind words. It’s much appreciated.

Tim Ferriss: Absolutely. And to everybody listening, we’ll have links to everything, including Is This Anything? in the show notes as per usual at tim.blog/podcast. And until next time, thanks for tuning in.

Harley Finkelstein โ€” Tactics and Strategies from Shopify, the Future of Retail, and More (#486)

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I’m fascinated with how people find ambition, keep ambition, increase ambition, and unfortunately, as well, lose ambition.

โ€” Harley Finkelstein

Harley Finkelstein (@harleyf) is an entrepreneur, lawyer, and the president of Shopify. He founded his first company at age 17 while a student at McGill. Harley is an advisor to Felicis Ventures, and he is one of the โ€œdragonsโ€ on CBCโ€™s Next Gen Den. In 2017, he received the Canadian Angel Investor of the Year award and Canadaโ€™s Top 40 Under 40 award, and in 2016 he was inducted into the Order of Ottawa. From 2014 to 2017 Harley was on the board of the C100, and from 2017 to 2020 he was on to the board of directors of the Canadian Broadcasting Corporation (CBC).

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform.

Brought to you by LinkedIn Jobs recruitment platform with 700M+ users, LMNT electrolyte supplement, and ExpressVPN virtual private network service. More on all three below.

The transcript of this episode can be found here. Transcripts of all episodes can be found here.

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This episode is brought to you by LMNTWhat is LMNT? Itโ€™s a delicious, sugar-free electrolyte drink mix. Iโ€™ve stocked up on boxes and boxes of this and usually use it 1โ€“2 times per day. LMNT is formulated to help anyone with their electrolyte needs and perfectly suited to folks following a keto, low-carb, or Paleo diet. If you are on a low-carb diet or fasting, electrolytes play a key role in relieving hunger, cramps, headaches, tiredness, and dizziness.

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This episode is brought to you by LinkedIn Jobs. Whether you are looking to hire now for a critical role or thinking about needs that you may have in the future, LinkedIn Jobs can help. LinkedIn screens candidates for the hard and soft skills youโ€™re looking for and puts your job in front of candidates looking for job opportunities that match what you have to offer.

Using LinkedInโ€™s active community of more than 1 billion professionals worldwide,ย LinkedIn Jobsย can help you find and hire the right person faster.ย When your business is ready to make that next hire, find the right person with LinkedIn Jobs. And now, you can post a job for free.ย Just visit LinkedIn.com/Tim.


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What was your favorite quote or lesson from this episode? Please let me know in the comments.

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Jerry Seinfeld โ€” A Comedy Legendโ€™s Systems, Routines, and Methods for Success (#485)

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Pain is knowledge rushing in to fill a void with great speed.

โ€” Jerry Seinfeld

Entertainment icon Jerry Seinfeldโ€™s (@jerryseinfeld) comedy career took off after his first appearance on The Tonight Show with Johnny Carson in 1981. Eight years later, he teamed up with fellow comedian Larry David to create what was to become the most successful comedy series in the history of television: Seinfeld. The show ran on NBC for nine seasons, winning numerous Emmy, Golden Globe, and Peopleโ€™s Choice awards, and was named the greatest television show of all time in 2009 by TV Guide and in 2012 was identified as the best sitcom ever in a 60 Minutes/Vanity Fair poll.

Seinfeld made his Netflix debut with the original stand-up special Jerry Before Seinfeld along with his Emmy-nominated and critically acclaimed web series Comedians in Cars Getting Coffee, which has garnered over 100 million views and which The New York Times describes as โ€œimpressively complex and artfulโ€ and Variety calls โ€œa game-changer.โ€ His latest stand-up special, 23 Hours To Kill, was released by Netflix earlier this year.

He is also the author of Is This Anything?, which features his best work across five decades in comedy.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform. The transcript of this episodeย can be found here. Transcripts of all episodesย can be found here.

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This episode is brought to you by Wealthfront! Wealthfront is a financial services platform that offers services to help you save and invest your money. Right now, you can earn 4.00% APYโ€”thatโ€™s the Annual Percentage Yieldโ€”with the Wealthfront Brokerage Cash Accoount. Thatโ€™s nearly 10x more interest than if you left your money in a savings account at the average bank, with savings rates at 0.42%, according to FDIC.gov, as of 05/19/2025. It takes just a few minutes to sign up, and then youโ€™ll immediately start earning 4.00% APY from program  banks on your uninvested cash. And when new clients open an account today, theyโ€™ll get an extra $50 bonus with a deposit of $500 or more. Terms and Conditions apply.  Visit Wealthfront.com/Tim to get started.

Cash Account offered by Wealthfront Brokerage LLC, member FINRA/SIPC. Wealthfront is not a bank. The APY on cash deposits as of 04/30/2025, is representative, subject to change, and requires no minimum. Funds in the Cash Account are swept to programย banks, where they earn a variable APY. Tim receives cash compensation from Wealthfront Brokerage for advertising and holds a non-controlling equity interest in the corporate parent of Wealthfront Brokerage. Tim and Wealthfront Brokerage have no other affiliation. Tim reflects his own opinions and Wealthfront does not endorse, sponsor, or promote them.ย See full disclosuresย here.

What was your favorite quote or lesson from this episode? Please let me know in the comments.

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The Tim Ferriss Show Transcripts: Daniel Ek, CEO of Spotify โ€” Habits, Systems and Mental Models for Top Performance (#484)

Please enjoy this transcript of my interview with Daniel Ek (@eldsjal), the founder, chief executive officer, and chairman of the board of directors of Spotify, the worldโ€™s most popular audio streaming subscription service, with 320M users, including 144M subscribers, across 92 markets.

Transcripts may contain a few typos. With some episodes lasting 2+ hours, it can be difficult to catch minor errors. Enjoy!

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform.

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DUE TO SOME HEADACHES IN THE PAST, PLEASE NOTE LEGAL CONDITIONS:

Tim Ferriss owns the copyright in and to all content in and transcripts of The Tim Ferriss Show podcast, with all rights reserved, as well as his right of publicity.

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WHAT IS NOT ALLOWED: No one is authorized to copy any portion of the podcast content or use Tim Ferrissโ€™ name, image or likeness for any commercial purpose or use, including without limitation inclusion in any books, e-books, book summaries or synopses, or on a commercial website or social media site (e.g., Facebook, Twitter, Instagram, etc.) that offers or promotes your or anotherโ€™s products or services. For the sake of clarity, media outlets are permitted to use photos of Tim Ferriss from the media room on tim.blog or (obviously) license photos of Tim Ferriss from Getty Images, etc.

Tim Ferriss: Hello, boys and girls, ladies and germs. This is Tim Ferriss, and welcome to another episode of the Tim Ferriss Show. My guest today is none other than Daniel Ek. Who is Daniel? Daniel is the founder, chief executive officer, and chairman of the board of directors of Spotify, most of you have heard of it, the world’s most popular audio streaming subscription service with roughly 320 million users, including 144 million or so subscribers across 92 markets. Daniel, welcome to the show.

Daniel Ek: Thank you so much for having me.

Tim Ferriss: I thought we would start with a word I have never known how to pronounce, and it is your Twitter handle, @E-L-D-S-J-A-L. Could you please explain what this is?

Daniel Ek: Yeah, sure. The Swedish pronunciation is eldsjรคl. It’s a very special Swedish word. I actually don’t think that the word exists in English or any other language, but it’s basicallyโ€”The direct translation is, “A fiery soul,” and it means someone who’s intensely passionate about something and is there and the good and the bad times and perseveres. That’s basically kind of what the name implies. You usually find it in the Greenpeace movement 20 years ago, or you find it when someone’s passionately fighting the local government somewhere. Those are usually those types of people, and it just always resonated with me.

Tim Ferriss: Is that one of your favorite words with the connotations of it? Was it a nickname given to you? How did it end up your Twitter handle? Was it a reminder to yourself?

Daniel Ek: Yeah.

Tim Ferriss: How did it end up?

Daniel Ek: Yeah, Honestly, it was really more of a reminder to myself and an ode to a younger me because I was often called that because whatever the issues were that I was passionate about, people saw that passion a mile away, and they always saw me advocating for this long before I realized I was going to be an entrepreneur and long before I realized I would start Spotify. It kind of just felt like a very fitting name for who I am, and it’s just kind of been a part of my identity and a part of the things that I tend to get involved with. They all kind of share that characteristic.

Tim Ferriss: I’m not even going to try to pronounce it, and I’m so glad I didn’t try, butโ€”

Daniel Ek: Yeah. It’s no problem.

Tim Ferriss: โ€”how do you say it, one more time?

Daniel Ek: Eldsjรคl.

Tim Ferriss: Eldsjรคl. I’m not going to get tooโ€”

Daniel Ek: That’s actually pretty good.

Tim Ferriss: Thanks.

Daniel Ek: That’s actually pretty good.

Tim Ferriss: It would usually have an umlaut over the A. Is that right, the two dots?

Daniel Ek: Yes. That’s correct. It’s a very, very Swedish word.

Tim Ferriss: Now, you indicated that it’s a word that doesn’t really have a corollary in English, and there are lots of words in different languages like saudade in Brazilian Portuguese or, I should say, in Portuguese. It doesn’t really exist in English. Are there any other words in Swedish that you care for that come to mind that just don’t have a good equivalent in English?

Daniel Ek: Well, there’s actually a number of them. Another one of my favorites is a word called lagom. it’s a word we use internally at Spotify quite a lot, actually. Lagom in Sweden isโ€”I think the best translation I could give is it’s just about right. It’s not too much, and it’s not too little. It kind of, I think, encapsulates the Swedish spirit more maybe than anything else. In Sweden, it’s very much a culture of you shouldn’t stand out. You’re part of a collective being, and the best thing you can be in the Swedish society is being lagom, just about right, not too much and not too little. That’s kind of what every Swede aspires to be, which feels crazy if you’re an American because that’s about individuality and expressing yourself and don’t be afraid to kind of take space, but it’s completely opposite in the Swedish society.

Tim Ferriss: In the context of Spotify, is lagom, I’m butchering that, but trying my best, is that for a minimal viable product? Is it for launching? In what context does that word get used in the company?

Daniel Ek: Yeah. I think it’s more around our culture. We have in Spotify these two kind of distinct, different cultures or subcultures as part of it. It’s the American part, which is a very, very large part of Spotify today, and very inspiring to me too. I’m clearly Swedish, and people can hear it on my accent, but I’ve spent most of my time probably for the last 20 years involved in things related to America. I know more than most foreigners about US politics, sports, everything that’s going on there too. The Spotify culture is kind of a hybrid between the two, but if you’re an American and you encounter the Swedish culture, it’s going to feel incredibly foreign. It’s one of those things that we use internally to explain why there’s some euphemisms or things that we do in the culture.

Then it tends to be the Swedish side, or the lagom side of the company. For me personally, this has kind of always been the internal conflict because I’ve never wanted to confine myself to this lagom, but I have certain traits of it, for sure, especially by US standards. You asked me about sort of my nickname on Twitter too. My favorite quote probably above all is the George Bernard Shaw quote, the reasonable man and the unreasonable man. I don’t know if you’ve ever heard that.

Tim Ferriss: Sure. Fits himself to the world versus fitting the world to himself. Therefore, all progress depends on the unreasonable man. Am I getting thatโ€”

Daniel Ek: Correct. Yeah. Yeah.

Tim Ferriss: Yeah.

Daniel Ek: Now think about the Swedish conformist society where everyone’s supposed to be the same, and then you have me coming into this society, basically wanting to be the unreasonable man. You kind of see the clash. While there’s still certain aspects of it that I like, the fact that it’s about a collective teamwork. It’s not about the individual. It’s about meritocracy in the sense that everyone can have a voice. All of those things are very important to me and very, I think, Swedish values as well. Spotify is really kind ofโ€”its roots is in the mix between Swedish and American, and then it’s kind of evolved to being distinctly Spotify.

Tim Ferriss: Well, it sounds like your personal story too. I’d be super curious to hear if you came out of the womb as a fire soul and being half or maybe 70 percent rugged individualist or if you were somehow encouraged to develop in that way, because even in the United States, there will be people listening who are perhaps in a conservative family. I don’t mean politically speaking, but a family where they’re not encouraged to stand out or they’re encouraged to follow the rules to go to high school, college, get a job, get married, have two kids, and follow a script of some type, even though I think it’s less pressure perhaps or expectation than you’d find in some parts of Scandinavia or a place like Japan. Did this just come to you innately or was it cultivated in some way?

Daniel Ek: I’ve thought about it a lot, and I think the best I could say is I don’t think that there’s anything distinct in the culture. Some have the immigrant background where they had to fight for everything to begin with. Therefore, that was kind of a part of their story and who they were. I grew up in very much a working class family. My mom worked in a daycare center. My stepdad was a car mechanic. No one I knew was an entrepreneur around me, so that certainly wasn’t something to aspire to. But what I do think my parents gave me that it was incredibly important, and I think it’s certainly been a trait that I’ve been able to find with a lot of the entrepreneurs that are in my generation too, is a lot of psychological safety.

What my parents did do very often was allow me to explore things, allow me to sit in and be part of grown-up conversations and not relegated just to the kids’ table and allow me to indulge curiosity, trying to answer the questions, even admitting that they may not know the answer, trying to help me find sources that can help me find information that then satisfied my curiosity. I think a lot of that then created that drive from just that safety I always felt. It’s actually, I think, super interesting when you think about this European society model versus the American one, and I’m not taking sides, but I think a lot about the American model is clearlyโ€”it’s the necessity that creates the hunger, sort of the fact that you have to strive and should strive for betterment, and if you don’t try to work hard and so on, you will not do well in society.

The European one is more like, “No, there’s a base level of security. Everyone should have food on their table. Everyone should have a house to live in. Everyone should be able to afford the clothes and things like that.” It may not be the nicest clothes, but that kind of level of security exists there. Education is free, and healthcare is free, so none of those things are things you have to work hard for. I’ve thought long and hard about that. Obviously, I think there’s situations where one leads to a different outcome that may be beneficial in both models, but in particular, one of the big things I think isโ€”I think the reason why Sweden, for instance, have so many talented songwriters and musicians that are doing so well comes exactly from that. Music education in Sweden is free.

If you want to try to make a living as a musician, you know that the base is taken care of, meaning you can be on welfare for a period of time, and that’s an okay situation for a period of time while you go for your dreams. Because music education is free, everyone can afford to do that and can follow their curiosity where it takes you. There’s just inherently different structures. I think it for various personality types leads to different outcomes, but for me, I’m not sure I would have done so well if I was forced by society to early on prove my worth. I’ve been more of a tinkerer, a wanderer, and because I felt the safety, I felt that I could think bigger and try new things because honestly the consequences of failing were minimal.

Tim Ferriss: Yeah, that is, I think, a really important both philosophical and structural difference that you’re pointing out in certainly a lot of Europe compared to the US, and I could see arguments for both fostering entrepreneurship, certainly the arts, I think, moreso in Europe for the reasons that you mentioned. You have kids. How are you thinking about raising your kids, if you’re open to discussing it, with respect to providing enough safety net, that they feel they can experiment and tinker, but not so much safety net that they feelโ€”or not so much cushion, perhaps, that they feel they can just stare at the wall and watch paint dry?

Daniel Ek: Yeah. I don’t know that I’ve figured it out or that I have a magic recipe. I’m still very much early in that evolution. My kids are five and seven, but what I do try to pass on is I believe in fostering creativity and safety. That’s the two principles that is incredibly important in my household. But in order to do that, I actually believe in constraints. This is an important part because I feel like one of the greatest things in my day job today is I get to meet some of the most creative people in the world, in their various fields, including of course music and arts, but the interesting thing for me, when you think about creativity, is most people associate it with unstructured thinking and unfettered justโ€”they do whatever they feel like doing.

But some of the most creative people that I know are actually incredibly almost scripted in their creativity, in their approach, in their process, and how they approach their creativity. I think in that polarity between the structured and the unstructured, there’s so much value. What I try to do is I try to provide those clear boundaries, if you will, with my kids when it comes to things like how much time they can sit in front of a TV or an iPad, how you behave towards other people, regardless of where they come from, so a lot of sort of values, principles, “Even if you’re five, let’s make your own bed,” kind of thing, so that kind of structure around you, but then at the same time, almost Montessori-style work with them on evolving their passions, “What are they interested in following along their journey?” and nudge them in various ways just to discover their own creativity, discover their own interests and passion.

I have no idea where it ultimately will lead to, but my hope is that it creates a way for them where they feel the psychological safety to pursue their own path in life independently of mine because I think that’s the most important part is they are their own individuals. I have no idea ultimately where they want to take life and what ultimate passions that they have, but I feel very strongly that it shouldn’t be my vision of what their lives should be that should be the dictating factor there. That’s at least something I’ve observed, feeling that from friends and growing up, that that’s been important to me to not do to my kids.

Tim Ferriss: Thank you. Yeah. I can only imagine since I don’t have kids myself, but watching the emergent development of these personalities and observing all the different influences, hopefully some of which, or most of which, are positive, shape them into their own individual selves. I’d love to ask you aboutโ€”I don’t know if influences would be the right word, but books specifically might because my listeners often enjoy hearing about books since they might not have access to some of the people who have influenced you, but they may have equal access to books. You were kind enough to be one of the featured profiles in my last book, Tribe of Mentors. There was a question about the books you’ve given most as a gift and why, or what books have greatly influenced your life, and I’d like to talk about two of them. The first one is a book I have not personally read. It’s Black Box Thinking, subtitle, The Surprising Truth About Success by, and I may get this last name wrong, but Matthew Syed, S-Y-E-D. I would love for you to just describe how you came across this book, why you find it interesting.

Daniel Ek: Wow. It’s funny. I should say I read probably north of 60 or 70 books a year, so I oftentimesโ€”

Tim Ferriss: That’s a lot of books!

Daniel Ek: Yeah. I often don’t remember exactly how I come in contact with things. It’s almost like a serendipitous process where I buy a book because someone usually recommended it and me hearing maybe a minute or two about it, and then I probably shouldn’t admit this, but then it often lies on my coffee table for a while. It’s when I have curiosity or boredom, whichever one hits the first, that I tend to delve into that book. Sometimes I finish it straight away because it kind of fits my mental state, and sometimes it is more of a sort of journey where I may start it, I may not finish it, and then come back even the next day or next week or next month. It’s a process.

Specifically to this book, I’ve always been fascinated with decision-making and thinking and what kind of biases and cognitive tricks that ends up happening in your mind as you approach different situations. I’m fascinated by the fact that you and I may even be experiencing this conversation entirely differently with entirely different perspectives and entirely different agendas. What I felt with was that Matthew articulated some pretty useful frameworks for how to approach thinking, how to approach situations, “What are good feedback loops for thinking? What are good sort of mental models, if you will, to approach decision-making?” and therefore, it’s been one of the more recommended books for me.

Tim Ferriss: You mentioned, I can’t remember the exact word, frameworks or toolkits. I know you’re also a fan of Charlie Munger and Poor Charlie’s Almanack. We don’t have to spend too much time on that because I think a lot of people will recognize that book, but it seems to me, based on the next book I’m going to mention, which is The Alchemist, that toolkits alone are not sufficient, necessary but not sufficient, if you want to achieve some degree of success. You also have to implement and persevere. Right?

Daniel Ek: Right.

Tim Ferriss: This is where the driving spirit comes in. I’ll just read this paragraph really quickly because I think it provides some context. The Alchemist by Paulo Coelho, and this is your words, feel free to fact check if need be, but, “I spent an inspiring evening with Paulo in Switzerland around the time we were launching Spotify in Brazil. It was fascinating to talk to him about how this book came to be such a hit. He never backed down, and he allowed people to read it for free in order to then boost sales, much like how Spotify’s freemium model was perceived in the early days.”

As you allude to here, because I’ve had Paulo on the podcast, a lot of people only think of The Alchemist as this gigantic, mega, international phenomenon selling 50 million or 75 million, 100 million, who knows what the number of copies is now, but it was rejected repeatedly in the beginning. I’ll segue from this to something else in a minute, but could you speak to what impact that had on you, whether it’s the book or just the conversation about the book with Paulo?

Daniel Ek: Well, I think I’m so inspired by people who are thinking on different wavelengths than yourself. For me, Paulo has certainly been one of those individuals. I tend to draw myself to where I feel comfortable, which is around logic, reason, the engineering mindset, but there’s a big part of myself and where I come from too. I come from a music family where music and emotions and feelings are inherently, incredibly important too. Paulo for me represents not the free spirit but more spirituality, but in a way where he can reason about it, he can talk about it, and the big takeaways I’ve had is thinking about, for me, two very profound concepts, which are probably self-explanatory to most people, but it’s really this notion of time and this notion of energy. When I think about those two things, time is the one commodity we can never get more of, and energy is your state of being in the present time.

For me, I used to be justโ€”honestly, I was not in a great shape. I weighed probably 40 or 50 pounds more than what I weigh now. I didn’t work out. I was working 100-hour work weeks. I looked at other people that weren’t working as hard as I was and was discouraged by that and just thought, “They could never make it, and they don’t understand what what’s needed to ” Reading the book, talking to Paulo, I think, started a process within me. It didn’t culminate at that point, but it culminated years later. But it started a process about thinking about the spirituality, thinking about the energy side of things. Where I am today, which is vastly different, I still constantly work on myself, but I think a lot more about balancing energy in my everyday life and overall. You can’t really balance it, but it’s about finding enough things to do that gives you positive energy and findingโ€”we all have to do things that take energy as well, but even during a day, make sure that if you have a few things that you know will take energy from you, balance it out by adding a few things that will add energy to your life. And try to find those things that constantly do that. Those are things which are kind of unintuitive takeaways from the book, I would say. But the book, for me, represents more of a kind of inner process that it started rather than the very specific part. And we’re all on a journey. I think that’s the kind of big takeaway from the book. And finding out what that journey is and thinking about it bigger than just what our financial goals are or what our career goals are or the next week or next month. And think about it in a broader perspective with energy, with life. For me, it has been sort of a big catalyst.

Tim Ferriss: So let’s talk more about things that give positive energy. And I suppose part of that would be rebuilding or refining the machine in which we all live, right? The physical body. And you mentioned that you used to weigh something like 40 pounds more than you do today. A lot of people struggle to lose weight. What finally ended up working for you? Or what made the difference in terms of getting you at least started in successfully losing weight?

Daniel Ek: Yeah. Honestly, it was easy and it was hard in that inherently, I was trying to do things in the past. And actually, like many people, I was successful for a period of time. And then I kind of went back to my old ways and then I started eating poorly again, not sleeping well enough, stressing more, et cetera. And then quickly, weight gain followed. And where it kind of clicked and changes, I realized that I needed to actually change my life and change my habits. And the only way to do that would to do it sustainably with things that I actually enjoyed doing. And what I learned in it was that I didn’t think much about training, I didn’t think it was that interesting. I didn’t think thatโ€”I thought I’d needed to be on a treadmill for an hour a day, sweating like a pig and hating every moment of it, and that’s training. I didn’t think it was for me.

And what I realized instead was finding those small enjoyments. When you start the process, I didn’t then go to the gym every single day. I started going maybe two days a week and made it a pattern. And I really made an effort to try to make every single time enjoyable in whatever way. So the things I really didn’t enjoy, I tried to skip. But it didn’t lean away from the sort of pain of training, but more kind of trying to do the things that I actually thought was fun and more interesting. And then the two days turned to three and then three turned to four. And then as I was doing that, I started seeing some results. But I always thought about, “Can I keep this? Can I keep this going?” It wasn’t going to be a one time kind of shift.

And then what happens is once you start doing that and you start enjoying it, then you start realizing, “Well, I’m not actually accomplishing my goals unless I also shift my diet.” All right. Well, what are the things there that I truly enjoy? And I learned there was a number of things in my diet that I was doing that I actually didn’t need and didn’t even care all that much by removing. And it could be all the smallest things like I used to have milk in my coffee. But in all honesty, I don’t really think it makes a huge difference to have milk or not. But if you have three or four cups a day, it adds up. And I used to take the elevator, not the stairs. But I actually kind of enjoy taking the stairs. So it was just a creature of habit. Now I mostly take the stairs. And so it’s these small micro things that then eventually kind of added up.

But more importantly, in the end, despite the process, what I realized is that it made myself more sustainable. It made it so that I had more energy. And the energy, I could actually make myself more productive in my everyday life, whether that was work or whether that was relationships to friends, or even as a father to my children, all of it had a profound impact.

Tim Ferriss: Thank you for sharing all that. This highlights so many, I think, extremely important takeaways for a lot of folks who struggle with weight loss. Number one is that the small things seem small in isolation, but when you add them together, like the milk in the coffee, they can actually have a really significant impact. And I know people who’ve lost five to 10 pounds in a given month just by removing the milk from their coffee. It sounds absurd, but I’ve seen it over and over again because the milk is so insulinogenic, it really has quite a disproportionate impact. And the importance also of adherence, right? In so much as the best program doesn’t matter, whether it’s losing weight, learning how to code, or anything else, if you can’t stick with it long enough for it to achieve the desired effect and to sustain it.

So those little tweaks really, cumulatively can have a huge impact. I’d like to come back to the 100 hours a week, when you were working 100 hours a week. You continue to work very hard. And that is, I think, certainly a defining characteristic. But even more so for me, it seems like one of your defining characteristics is the ability to focus and prioritize focusing. And you mentioned earlier that a lot of the most creative people in the world schedule their creativity. I mean, this is true across the board, right? Whether it’s Jerry Seinfeld or certain musicians I’ve spoken with say the most consistently creative people have rules and structures and constraints. So it seems like you’ve done something very much the same to box out time to focus. And I just want to perhaps give an example of what your schedule might look like.

And I want you to correct this if it’s changed, but this is from The Observer Effect. And the question was about the schedule in the morning. And here’s how it goes. I’ll just read a few lines. “So this will sound incredibly lazy compared to some leaders. I wake up at around 6:30 in the morning and spend some time with my kids and wife. At 7:30, I go work out. At 8:30, I go for a walkโ€“even in the winter. I’ve found this is often where I do my best thinking. At 9:30, I read for thirty minutes to an hour. Sometimes I read the news, but you’ll also find an ever-rotating stack of books in my office, next to my bed, on tables around the house. Books on history, leadership, biographies. It’s a pretty eclectic mixโ€“much like my taste in music. Finally, my ‘work’ day really starts at 10:30.” Does your schedule still look pretty similar to this, or has it changed?

Daniel Ek: No, it’s pretty similar. Actually, today I started at 11:00 a.m. was my first kind of thing. So I ended up getting 30 minutes longer than I anticipated. But yeah, I mean, this is pretty much my everyday life. And I think Paul Graham of Y Combinator fame said a few years ago, he penned this paper that was kind of an aha moment for me about meeting schedule or maker’s schedule, how different they are. And it was like something kind of resonated deeply with me. And I think a lot of people think they have to be in the meeting schedule all the time, and that that is what’s required to be an effective leader. Where in reality, I think you can kind of be an effective leader no matter what your style is, but it has to be true to you so that you can unlock your own sort of superpowers.

And in general, I would say most people don’t stop enough and think hard enough about their priorities and focusing on the problems that are the most worthwhile for them to try to solve. And they more operate on a kind of first-come, first-serve basis when it comes to their time. So it pretty much is the way my current schedule works too. And I often don’t take more than three or maybe four things that I do on each and every day. And I try to be very, very sort of tough on saying no, which isn’t always the most fun thing to do, I will say. But it also means, as a factor, that I tend to get more stuff done of the things that truly matter in a given day. And more time to think about other things as well than perhaps a normal kind of CEO in a normal kind of 9:00 to 5:00 or 9:00 to 7:00 gig, whatever they end up doing.

Tim Ferriss: And I want to give an example of one question that might, I don’t want to say surprise people, but be noticeably lacking from the mindscape of a lot of people from day to day. And this is the question of what your role is at a given meeting. What is my role? And I’ve read about your contemplation of this question. But when you go into a meeting, what different roles might you have? And why is it important to be clear beforehand on what your role is?

Daniel Ek: Well, so if we actually take a step back and we think about work for a moment and we think about work for knowledge workers, because it’s clearly different, the reality is a lot of knowledge workers that work in companies, most of the work that they’re doing is done in meetings. Some of us do some actual other work too, but a lot of it ends up being in meetings. And it’s surprising to me that we spend as little time as we do on actually thinking about the meetings we’re having, if they’re productive, if they’re worthwhile, and if they’re delivering on what the ambition was. And I can only say that when you survey people, they tend to, when you ask if the meeting was effective or not, most people actually say that meetings are wasteful. And yet we see more and more and more of it. And so I like to think that a huge point of optimization can be done by designing better meetings for people.

And early on, it started with my own sort process at Spotify, not just thinking about how much time we were wasting, but frankly, in a meeting, what I found myself many times in was maybe meeting a person in the company that had done a tremendous job putting together a presentation of some kind. And if I put myself in that person’s shoe, and this is a person that may get a meeting with me maybe once, maybe twice during their entire career at Spotify, and for that person, it could be the chance to get noticed for a future promotion, it could be the chance to have something that fundamentally changes their career. And so, it oftentimes, what ended up happening was the person came in and they ran through a PowerPoint that someone had sent me the night before. I had already read it. And they, in verbatim, read the entire thing. And then in the end, there would be a short period of time, usually less than 10 percent of the meeting was spent on that, of us discussing what the next steps would be.

And again, I understand why this happens. Because again, the person that’s presenting this has all the incentives to kind of show off the good work that they’re doing and want to seem very competent and realize that a lot is on the line, et cetera. And instead, what I find is that quite often, we haven’t been intentful about why the meeting exists to begin with. And in this case, if it’s recognition we want to give, I’m sure there could have been a better way we could have done that. And we should have been clear that we were having a review meeting about the progress of a certain area, and it should have been clear too that this person is an amazing individual and that we should all try to give constructive criticism. But then in the end, also give feedback, positive feedback as well, because we want to make sure this person feels valued.

But oftentimes, all of that context doesn’t exist. And so my role in that meeting could sometimes be just being that person who says that kind thing. But I realized, more often than not, that I to prep the people on how to do meetings and set it up. I do read the meeting material beforehand. I prefer spending only five minutes in the beginning rereading the material or the person reading a summary out of it and states the reason for the meeting up front. And then we can spend more time talking about were these the right questions? Should we have considered something else? And what are the appropriate next steps?

But you can be an approver, you can be consulted, you can be informed in a meeting. And I think many people always think that if you’re the CEO, your job is always to be the approver in the meeting. But I find if you have a great team, that’s not at all the role that you should have. You should be sometimes the person who’s only consulted about what they’re doing as an FYI. Sometimes you can be the person who just isn’t the decider because there’s someone more competent making that decision. But you could be a person who is the sounding board where you can bounce ideas off. If we’re thinking aggressive enough, if we’re thinking roughly in this dimension. Should we invest a lot? Should we invest a little in that decision? And all those things are highly contextual and your role in those meetings could be very different depending on all those variables. And being clear and upfront about that meetings can have different forms, I think, has profoundly changed how I look at meetings, and I think a lot of people at Spotify too.

Tim Ferriss: And I want to mention the URL of Paul Graham’s essay that you gave note to just a bit earlier for people who are interested because this also had quite an impact on me. Paul Graham has a lot of fantastic essays, and they’re short for people who are worried that this is going to be 50 pages. It’s probably a two-page read. But paulgraham.com/makersschedule.html. And you can just search “maker’s schedule.” And has profound implications for anyone who seeks to create in any way, whether it’s in a company or as a creative professional like an artist, for instance, I think it’s just an outstanding essay.

And I’d like to hop next to an annual cadence. So I’ve read about you sitting down with everyone on your leadership team once per year and doing a mental closing of the year. What went well, what went poorly. And specifically, in addition to that, is this what you want to do for the next two years? And I’ll just quote, this is from Fast Company. If they decide not to, “Itโ€™s not personal. Itโ€™s not because of poor performance. At this level, itโ€™s never about that. Itโ€™s about future performance.” So I find this very interesting, but I’d love for you to flesh out some of the details. Do you still do a mental closing of the year using some type of format like this?

Daniel Ek: Yeah, we do. And I’m actually right about, I’m writing my reviews at the moment for all of my employees. And I’m going to start, not all my employees, all my direct reports, and I’ll start talking to them about it in the next week or two. So it’s still very much sort of top of mind for what we do. And maybe I can just kind of say what the genesis is of that. And this isโ€”

Tim Ferriss: Please.

Daniel Ek: Yeah, this is kind of inspired by Reid Hoffman’s tour of duties concept. Because I was thinking about my own journey at Spotify and a lot of times, the easy way to say it is I’ve had the same job for 14 years. But obviously, my job looks nothing like it from the beginning because in a startup, it’s very different than running a public company with a global presence, et cetera, et cetera. And so when I summarize that and I think about it, and part of the reason why I’m still excited about the job I’m doing every day and not just the company is because I’m probably on my eighth job at Spotify. And what I came to realize is that part of the reason why the tenure of people at companies end up being relatively short, certainly in Silicon Valley and a lot of tech companies, is that this job journey when you deal with startups is it doesn’t always confirm to better titles. Sometimes you retain the same title, but in reality, your job looks very different.

And I don’t think we’re clear enough, especially in startup environments, which are incredibly fast growing. If you think about a company that’s growing 100 percent per year, and you fast forward three or four years down the future, it is impossibly the same company and it is impossibly so that your job could be exactly the same as it was a few years earlier. And most people aren’t clear about that. So they just assume that because the person used to do the job that they’d be perfectly happy continuing to doing that job. And circumstances obviously change no matter if you make changes or just by virtue of growth.

That I started calling it out explicitly by just kind of mental marking and saying, “We should try, as a leadership team, to see around corners and try to predict what does the future company look like?” When Spotify was a thousand-person company, I said to the team, “In the next journey, we’ll be five to 10,000 people.” And everyone could buy into that. But then we started aligning on what are things going to have to look like for that then if we are a 5,000-person company? What are the sort of things that have to change? What are some of the things that will change even for your role? And you realize, as an example, if you’re a leader of 10 people versus 1,000 people, your job is so different because you’re leader of individual contributors in the first instance, and in the latter instance, you’re a leader of leaders.

And your primary job is almost around communication, clarity, consistency, and designing scalable ways of interacting with all of these people and scalable processes. It sounds more boring than what it is, but the point is that it’s so different. And I think you need to be clear about that because we just think about the role and the title and think, “Well, sure. It ought to be the same.” But I feel like when people are disgruntled about the company changing, it’s because they haven’t realized that their job changed as well. And if it didn’t, that role and that person would hold back the entire company, which is obviously unacceptable.

And so I talked to the employees at that time, because there are some people who love the startup phase, but they don’t like when you’re in the mature phase and you have to focus on efficiency, which is the kind of key metric when you are more of a mature company. And the reality is, even though I kind of stereotype it and make it sound like it’s one or the other, the reality is in a larger company, if done right, every single thing in the company varies between these stages, where it’s startup, where it’s scale up, and where it’s mature. And you go back and forth between those different stages in every company and every team, and it’s going to be highly sort of contextually relevant. And the type of leadership you need to have for that situation is very, very different. And there are very, very few leaders that can do all three. And no leader that I’m aware of that can do all three of them incredibly well. You can pass on a few of them, but not be amazing on all three of them.

Tim Ferriss: So a few things that I want to underscore for folks, I feel like I’m the Kindle highlighter of these conversations as we go, but that’s okay. I try to be useful. The first is for people who don’t recognize Reid Hoffman, he is the co-founder of LinkedIn and was the firefighter in chief or nicknamed such by Peter Thiel when at PayPal, and has done many, many other things. And the tour of duty concept people can read more about also in Harvard Business Review if they just search Reid Hoffman and tour of duty.

You mentioned a few minutes ago how very often your role as CEO is not the decider in chief in every meeting, right? And if you’ve done things well, that there will be many decisions made perhaps in consultation with you, but you can’t scale to 5,000 employees with everything running through Daniel. What do you view as your most important jobs? For some CEOs, it’s recruiting top talent. For others, it’s long-term, long-term product vision. In your mind, what are the absolute critical functions, if you could only choose a few, that you need to fulfill and that you focus on?

Daniel Ek: Yeah, I actually, one of the sort of biggest realization for me the last few years is that I’m not sure. The obvious thing would be to say you can’t scale and do 5,000 persons’ jobs. And that’s obviously true. But I do think that there are bottom up companies and top down companies, and both can be incredibly successful. You don’t have to look further than looking at someone like Elon Musk to know that he is intimately involved in a million different details in the company. And how he managed to do that and how he managed to scale, it’s beyond me. I’m very impressed by it, but I also know I couldn’t do that and it’s not my philosophy. And so I think I just wanted to start by saying I think the leadership style that you ultimately have has to be authentic to who you are. And I think a lot of us take so much inspiration from leaders, including myself, by the way, where we often try to maybe copy some one specific thing that they’re doing without understanding all the underlying mechanics perfectly well.

And so I don’t want to sort of say, “This is what you need to do as a leader,” because I think that there are many different leadership styles that can be incredibly successful. But I can talk about what is important to me as a leader in Spotify and the culture that we have. And there, I am not a person that knows everything about everything. I am much more of a generalist, but I try to pride myself instead these days about trying to be a decent communicator aboutโ€”and almost like an editor of our vision. Because I feel like you have to provide constraints to the organization, otherwise you have these thousand flowers bloom and let’s throw things against the wall and see what sticks.

And the editor position in that and it’s almost always back to purpose, like why are we doing things? Why does it matter, how does this ladder up to the mission and being the constant sort of guardrail against that? And then the second part I find is when you’re dealing with a larger company, the important part is we all get complacent. This is true, I just walked throughโ€”I’ve been having a cold, no COVID, but like a cold. And I was just starting to work out again a few days ago. And I notice with myself that I became complacent, like I didn’t really go 100 percent into this, and I was trying to self-justify why I wasn’t, and all of those things. And I realized, no, no, no, Dan, you’re taking the easy way out.

And instead it ended up being that I kind of stuck out 30 minutes longer, and had probably one of the most amazing training sets I’ve had in probably six months. And the point being is that’s the role these days that I often have to play. I have to be the one who sets the bar for the organization, try to adapt the bar for the talent that we bring in, the bar for the ideas. Because complacency is so easy to get to. And I don’t know exactly why it is, but I just feel like we’re all built that way, that we want to take the easy way out. And so part of this is to do the right thing even if it’s not the easy way out, and consistently just kind of pushing the organization to do that, and raise the bar.

So I play that part, too, in many parts of the organization, while almost being the personal coach, I would say, which is the third role that I’m playing, because I kind of look at my role as to enable other people to do the best work of their careers. And what I’ve learned in that process is that we’re all highly unique individuals, and what motivates me may be entirely different than what motivates you. And so to try to find out what psychological barriers you have, what tensions in your life you may have in order to try to unlock that is something that I spend a good amount of time on. And we’ve touched upon some of these things already, which is I kind of almost start with trying to find out how you prioritize your time. Because I find most people don’t prioritize their time particularly well. And in unlocking that, you then have toโ€”when you start prioritizing it you start thinking about what is important to you to prioritize.

And this isn’t just work, by the way, this is in many cases I play that role for people in their private lives, too, if they want to have more time for their kids, or they want to pursue a hobby, or they want to do X and Y and they feel like they’re torn because they’re right in between work obligations and private obligations and those types of things. And I know it sounds like pretty crazy to talk about that level of detail, but for me, if I can do that for some of my leaders that in many cases have a thousand plus people under them and they feel more inspired by that, they’re going to inspire hundreds if not thousands of people to do better and perhaps they’ll pay it forward too and we can start unlocking more and more of that in the organization.

That’s kind of my view of what great leadership looks like in a company like Spotify. But I am so fascinated by other leaders and how they make it work in their cultures. And I try to be a great student of other companies, especially other company’s cultures and the reason why it enables them to do things differently than perhaps what we at Spotify do.

Tim Ferriss: Well, let’s grab an exhibit that we can put under the microscope just for a second, because I know you and I both know Tobi, CEO of Shopify, not to be confused with Spotify, but man, to say those two in the same sentence quickly is still challenging for me even though I have known both companies for so long. How would you say youโ€”how are you and Tobi different, or how are the cultures different? You can approach this any way you like, but in what ways that come to mind are the two of you different, because at surface level a lot of folks who don’t know either of you personally would say, “Well, they’re both deeply analytical, they have extremely strong computer science backgrounds,” and that’s kind of where the comparison might end.

But how would you describe how you’re most similar, most different, or just looking at approach.

Daniel Ek: Yeah. No, Tobi and Shopify is obviously a very inspirational company, too. I would actually say we’re more similar than different. And the similarity isโ€”and I’ve found that with some companies, by the way, like another one is like Mike Cannon-Brookes and Atlassian, Australian company. I don’t know, but a theory I have is that all of us had to do a lot of first principle thinking, and what I mean by first principle thinking, by not being in Silicon Valley and by not learning as much from osmosis of just the Google and Facebook and those types of cultures, we have kind of developed a different culture compared to the standard Silicon Valley type cultures.

And so in that regard, I think it’s similar, and I think Canada, just like Europe, is more kind of similar in the holistic thinking about sort of the collective rather than individualism, and there’s a lot of deep rooted things. And Tobi, by the way, is German from the beginning too, which is more akin to the Swedish side. So there’s a lot of similarities between sort of philosophy, upbringing, and those types of things, too.

I think in so the regards that we’re different, besides obviously the products and the markets that we serve, I do think it comes down to just the way perhaps we think about sort of talent and the development of talent. And again, I don’t want to sort ofโ€”I don’t know Shopify’s culture intimately enough to kind of pass any remarks, but I can say at Spotify one of the big things is the thing we just talked about, which is we instead of tours of duties, we call it internally missions. And every person at Spotify has a mission for about two years. And in particular on my leadership team, we don’t make any qualms about the fact that things don’t change, or that you’ll have your job for eternity. You’ll have your job for a mission, and then you and I will discuss what the next mission ought to be. And perhaps it fits with your skills and where you want to go, or maybe it doesn’t.

And this is a big difference, so when I look at my leadership team and certainly the extended one, we’ve actually shifted our leadership team to a great extent. And my sense by looking at Tobi has been that they’ve kept it a little bit more stable than what we’ve done. And by the way, there’s no pro or cons with both models, both models work. And if anything I would say I’m probably a little bit more envious of the stable side. I like soccer and the coaches that I like the most are the ones that develop young players and stay with them and bring them to their full potential. But I also realize that if I were a coach, I’d be more about someone who brings in the sports team analogy where you bring in a lot of super talents and get them to work well together.

So my own sort of mental image of who I want to be doesn’t always add up to the skills I have at the table as a leader, as well. And I suspect that there will be lots of differences between us just in the nuance between those two things.

Tim Ferriss: So many different departure points from that answer. So fertile ground, let’s start with one that is backtracking just a little bit. Actually, before we get there, we brought up, or I brought up biographies. Are there any particular biographies that really stand out for you?

Daniel Ek: Oh, there’s so many.

Tim Ferriss: For any reason.

Daniel Ek: Well there are so many. There isโ€”oh, where do I begin. The Walter Isaacson, Leonardo da Vinci one is phenomenal.

Tim Ferriss: So good.

Daniel Ek: Yeah.

Tim Ferriss: So good.

Daniel Ek: Pablo Picasso’s biography, also amazing, I forget who the author was who wrote it, I think there’s maybe a few of them, but I read one that was justโ€”just super, super interesting, talking about the creativity constraints, thinkingโ€”that was kind of where a lot of the boxes ticked for me. I’m a big fan of biographies. I’m a big fan of sort of unlocking yourself as you can hear, and working with yourself in order to kind of then take on the larger community goals or larger societal goals that you may have, but it has to start by managing yourself well. And then from there on you can manage others and you can manage other stakeholders as well.

So I learn a lot from biographies, for sure.

Tim Ferriss: Are there anyโ€”since you mentioned management, are there any particular books that have helped you in thinking about management? They don’t have to be books about management, per se, but do any come to mind?

Daniel Ek: Yeah, it all depends on where you are at theโ€”

Tim Ferriss: Right, in the lifecycle.

Daniel Ek: Yeah, like early on as a manager there’s High Output Management by Andy Grove is fantastic. The Hard Things About Hard Things by Ben Horowitz is also really good for someone who’s first time journey and going through and kind of learning the basics. And there’s a number of others about goal setting, and about financial modeling, there’s a ton of them.

But these days the most inspiration I take from are leadership journeys more than the specific tools in the toolbox that you can have. And I find that is the single most challenging things, because as we talked about a little bit earlier, you have to make leadership personal. I was having a fascinating conversation with Matthew McConaughey just the other day, and we talked about how he makes the rolesโ€”the roles and characters he takes on, it has to be a part of himself. Because if it’s not, it’s never going to shine through and it’s never going to feel authentic. So it has to bring out that element of himself in that character in order to make it come alive.

And I think for me, that is when true leadership shines through as well. I’ll just kind of maybe share a personal anecdote, kind of an embarrassing, but still just toโ€”

Tim Ferriss: Perfect.

Daniel Ek: Yeah. But to share a little bit more about my personal growth story. So early on, like many others, I modeled myself on being a product centric CEO, kind of Silicon Valley style, I should really be that. And I was looking at what are the best practices, what does Mark Zuckerberg, what does all of these other guys do? And it felt like one of the things that they were doing was that they were running the product review meeting every week, and they were doing it really well. And I had a great head of product, and I had a great product team, but I wanted to do the same thing because I kind of just picked up that’s what a great CEO should do, and I’m also aโ€”I’m just as good as the CEOs of Silicon Valley, etc.

And I remember vividly one day where after one of these meetings and I get pushed aside by my head of product and then he basically said, “Look, I’ll just be very honest, no one enjoys the meetings that you’re having.” And I was like, “Well, why not?” And he’s like, “Well, because you’re not actually adding anything to the meeting.” And that was a very rough conversation, and myโ€”honestly, my initial instinct was very defensive, I was like, “Well, these guys, they don’t understand anything, and I probably should hire a new head of product and I should do X and Y.” But I decided against that, and I decided to sleep on it. And I decided to test for a while, see okay, well, I’ll see how well they do if I don’t show up. And it turns out that they did incredibly well without me.

And what I learned in that process was I needed to figure out a way then to add value. And I realized that rather than deciding if the button needed to be green, or blue, or even if there needed to be a button at all, that’s not where I added value. Where I added value in that meeting was by sharing context that they may not be aware of rather than sort of pushing towards a decision of a particular kind. Or even it wasn’t about my preferences at all. But it was about sharing context so that they can make better decisions as a team.

And it’s not happened many times at Spotify, where I’ve had similar situations where I thought I was prettyโ€”

Tim Ferriss: Sorry to interrupt Daniel, could you give an example of context that might be helpful in such a situation?

Daniel Ek: Yeahโ€”

Tim Ferriss: Additional context.

Daniel Ek: Yeah, so let’s say you’re in a product review meeting, and you talk about what are the biggest problems we’re actually trying to solve for the customer in this end? And oftentimes it could beโ€”it could’ve been like we actually find that half of the people in the first session don’t find a song that they really love. And so the context then that I could share in that, that’s the data, then the context I could share would be either if I’d had any insights from talking to other Silicon Valley CEOs or other people around what great ways to solve the problem could be. A context in itself could be why that’s a worthwhile problem to solve in the first place. Because we do lose half of them the first day, that means it’s kind of a funnel and it’s a leaky funnel. So that’s going to be a problem, because even if we’re only bringing in 5,000 users a day and two and a half thousand of them stay, that may not feel like much. But if we were bringing in 100,000 a day we’re going to lose 50,000 people a day. So this is a leaky boat and we need to try to fix it.

And that context can be incredibly valuable to share. And I was approaching this more from a control mindset. I thought I needed to control the prioritization of the product, and I realized instead I needed to share more context to enable them to make better prioritizations themselves. And that has been something as part of my journey now at Spotify, and that’s a development of myself. I’ve found myself now in many situations, very similar, where I thought I was pretty good at something and I realized that I run into someone who knows a lot more about the topic, and is a lot more skilled than I am at solving that problem. And so I’ve kind of then had to find out a new way to add value in that situation.

And that’s been a huge personal growth journey for myself, both to be able to keep up with the company, but then also realizing likeโ€”and not being insecure in those moments of time when I’ve effectively put myself out of work to find a new job, and try to find new ways to add value to the company.

Tim Ferriss: Returning to the two-year missions, I would love to know, maybe you can’t disclose it but if you can, that’d be great, do you have a two-year mission yourself? And/or what might a two year mission look like? Is it your mission is to do X by Y using Z? Is there a format to it and is it spelled out really clearly?

Daniel Ek: Yeah, it’s more an aspirational feeling oftentimes. Sometimes it’s very tangible, but sometimes it’sโ€”or oftentimes I should say it’s more an aspirational feeling. What do I want to feel once I’ve accomplished or feel like I’m at this level? But I can talk about my last one because it’s probably the most tangibleโ€”

Tim Ferriss: Perfect.

Daniel Ek: And easy on. And that was just learn how to become a good public company CEO. I said good but not great because great will likely take time, but we went public about two years ago, and I knew I needed to be good. And so what are ways, what does a good public company CEO look like? What are skills that I currently don’t have today that I’ll likely have to develop? What are the rituals, habits, and processes to get me there? And then work myself backwards.

And that was a process that ended for me in 2019, so I kind of set the bar where I would start, call it a year and a half before going public, and then I was hopingโ€”I didn’t anticipate it to be day one because I needed some real loop feedback from the real market. But I kind of finalized it by at least not obviously seeing that I wasn’t a decent one. And so now I’ve kind of moved on to my sort of next mission instead.

Tim Ferriss: Become a three Michelin star chef. That’s the newโ€”

Daniel Ek: Yeah, that would be fun. My wife would certainly love that if I could do that, I’m a horrible chef.

Tim Ferriss: Another time we can make some pasta together. The aspiration to become a good public company CEO, let’s use that just as a bit of fodder to explore how you then convert that into actions, right, because I would imagine you approached it in a pretty systematic fashion. I’m looking at a description of your goal setting, and I’ll just quote here from Fast Company, “I also write out what my daily, weekly, monthly goals are and every evening I check how I’m doing, and then I allocate my time,” then in parenthetical, “To match the goals.” When you have something like “become a good public company CEO,” but you could kind of fill in the blank with just about anything, how do you keep yourself on track? Do you break it down into micro tasks or practices just do you don’t get lost, as you mentioned, with lack of prioritizing?

Daniel Ek: Yeah.

Tim Ferriss: How did you approach that?

Daniel Ek: Yeah, I’ve actually started changing a bit about it because I realized the process was taking the overhead from the results, and I wasn’t enjoying it as much. So I’ve made the process somewhat simpler since that Fast Company article. So I think more about time and habits than necessarily looking at it daily or weekly. I still kind of review my goals for the days, but I no longer have a goal for the week. And I then kind of look more at it from a sort of quarterly basis and then semi annually nowadays, so it’s a little bit of a tweak just to not make it too much overhead.

But the way I approached that problem was just kind of being clear about what do I thinkโ€”oftentimes I kind of think about it like my mental image is that of a city when I approach a problem. And a city from 40,000 feet above on an airplane looking down. And when you do that, you don’t see the contours, you just see a city. You have no idea what aspects of the city, like what’s the topography, you don’t understand where it’s dense, where it’s not dense, it just looks like a blob. And so the important part for me is I don’t know what I don’t know. So I always start by allocating enough time. So if something is important, I start allocating time towards it. And then I quickly try to spend enough time where I can get to what I call level two, which is when I’m more like 20,000 feet perspective, where I can start seeing the contours of the city. I can kind of work out that here’s the rough branches of the tree, so to speak. I can see the leaves. I can see the details. I can see all of those things, but I kind of have an idea of blocks to start diving into. And so, if you look at something like that, you’ll have to understand more about one block is understanding the constituents. In what way is a public market CEO different than a VC? It turns out that they’re quite different.

So understanding the motives, the motivations, understanding what different types of them exist, which one of them do I want to attract? Which one of them should I possibly even talk about not attracting? And speaking about the Jeff basis quotes, “You are the shareholder you deserve.” That kind of rings very true to me in the sense that should we, as a company, be part of the expectation setting as a public company. It’s very fashionable, for instance, in Silicon Valley, to not give guidance going forward, because you don’t care about the quarterly results.

I find it ironic because what it essentially says is that you don’t want to be part of the participation of the expectations that the market does on your company, but they’ll still have expectations. So the question is just if you want to participate in that expectation of setting or not. It’s not like you really have a choice that there won’t be an expectation. And so, after seeing those nuances, I realized that it was actually very important to me to be part of that expectation setting, because if I’m going to be beholden to something, I’d rather be beholden to something, which I was a part of informing them about rather than something that they just made up their mind all by themselves. And when you realize that, you realize that communication becomes super important as one of the skills.

And how do you, for someone who has a lot of optionality of their time, communicate succinctly what the company is? They’re not going to spend every waking moment of the company or their lives thinking about your company. They many times have other companies that they follow as well. So putting yourself in that mindset, starting to see the nuances, starting to see the blocks, then start to think about what habits can lead up to the skills that you desire and even the increasing the resolution, so to speak, of the image I just said about the city, so then see all the streets, see all those things, is super important for me as I think about a mission of mine. And even honestly, just learning about a subject that I’m interested in, I kind of use the same process over and over, which is that kind of the city mental model, or Elon Musk talks about it as the tree, the branches, to leaves, which was also kind of an inspirational thing that I took away fromโ€”I can’t remember, but it was one of his interviews probably a few years ago.

Tim Ferriss: So I want to give an example of communication and a quote that has been shared quite widely, but I think that it would be nice to have you just explain in brief the gist of it, what it means. And the quote is, “We believe that speed of iteration beats quality of iteration, which is why we’re not big on bureaucracy.” And I want to focus on the first part of that. Speed of iteration beats quality of iteration. Could you explain what that means?

Daniel Ek: Yeah. Again, when I evaluate success among a future leader at Spotify, or even someone who just joined the company, I look at the rate of their learning growth and I find that to be the best indicator for whether they will be long-term successful in their job at Spotify or not. And the gist of it is I think macro wise, first and foremost, that the world is changing just constantly and you have to adapt to that change. So I value agility and learning way more than I value the fact that you’re really good at your job and really good at doing a few things.

Now, the other aspects of that that I think is important is the notion not only about the world changing or any of that sort, but also perhaps maybe more of my own personality more than anything else. I love learning, first and foremost. And the second thing is I am not Steve Jobs or Elon Musk. I don’t just intuitively know what the world will look like, and I don’t think most people do. I think most people learn as they go. And so, if you create an environment where you can fail, that is transparent and where you’re allowed to iterate and learn on the job, you will create a learning organism that keeps getting better and better and better at hopefully a higher and higher pace than ever before.

And that, for me, as a culture, feels a lot more resilient than one that relies on someone having a godlike ability to see the future before anyone else sees it. I’ve never been that type of entrepreneur. I wouldn’t know where to begin in inventing the next iPhone. But I do know how to make something a bit better than it was yesterday. I do think that I know some things about the world, but I also know in that process, I’ll learn a lot of new things if I keep developing and iterating as I go along.

Tim Ferriss: Well, let’s hop to a completely different species of learning organism, and that is Brilliant Minds. What is Brilliant Minds and how did it start?

Daniel Ek: Oh yeah. So Brilliant Minds is a conference that I started together with Ash Pournouri, who was the manager of Avicii a few years back. And the genesis of the idea in all honesty started by Ash and I traveling around the world, many times off, often having to explain Sweden to people who’ve never been. And there are aspects, again, about the culture we talked about it in the beginning about some of the very, very distinct Swedish stuff. And then in some part, the quote, “The future’s here, just unevenly distributed,” also rings very true about Sweden. We had broadband in 1998. Part of the reason why I believe Spotify came to be was I saw the need for it probably earlier than others because I had 100 megabit broadband in 1998.

Tim Ferriss: That’s wild.

Daniel Ek: Yeah. And so, because there was nothing for me to do, I could only use file sharing services. And I realized that it was wrong, but it was a lot better than the alternative of going down to the video store, which only had about a half of the things that I actually wanted to see. So that kind of inspired me. And then later on, after starting a few companies then started Spotify. And so I wanted to bring Sweden to the rest of the world. And frankly, I wanted to bring the rest of the world to Sweden too and create kind of a two-way exchange straight.

And so we started this conference, which is kind of an unconference conference, where it’s very light, almost TED-style talks, 10-15 minutes long, lots and lots of music, lots and lots of time to interact with other people. And the focus is around creativity. And we bring people from music, from arts, we bring people from business and technology together and talk about what some of the larger problems in society exist today, and frankly try to inspire them to see if they can make a difference in some shape or form. It’s pretty small. It’s just a few hundred guests. And yeah, it’s been a fun, fun journey to see the relationships that’s been formed. And certainly, for Swedes, it’s been so valuable to be able to learn from some of the most creative and amazing individuals in the world. So I think it’s paying dividends in spades when it comes to Sweden.

Tim Ferriss: You’ve dedicated, as I understand it, this would be an understatement, but significant resources to funding and supporting, I suppose, predominantly moonshots inโ€”is it across Europe? Is it specific to Sweden? How are you thinking about cultivating that ecosystem using your own resources?

Daniel Ek: Yeah. So it’s a billion euros and it’s across Europe.

Tim Ferriss: That’s why I said an understatement.

Daniel Ek: Yeah. Yeah.

Tim Ferriss: It’s a lot of commas.

Daniel Ek: Yeah. But truthfully, the number in itself isn’t the most important thing. And people actually ask me where I got the number from, and the number was the most uncomfortable thing I could imagine. And sometimes I work that way. I just put out a very sort of big, audacious, quantifiable thing. And I worked myself towards, okay, what does it have to look like? And what could we do with that as a constraint. And this very much ended up being that way. And the genesis of the thinking was actually quite multi-sided.

But when you look at Europe as an ecosystem for startups and technology, it is very much behind the most mature ecosystems in America. And the most obvious way to look at that is to say, if you look at Europe, it has about 400โ€”it’s more than 400 million. Depending on how you look at it, it’s five to 700 million people with about the same GDP, if not more than USA. And yet, when you look at the most valuable companies, you can’t find a single company, with the exception of SAP, in the technology space that is worth more than a hundred billion that comes from Europe. And at the same time, you can find a number of them in the US. And not only that, nowadays you can even find a few trillion dollar companies as well.

And for me, that’s just unthinkable. Why would that be? You have every single core component necessary. The amount of engineers in Europe rivals the ones from the US. The amount of scientists we have in Europe easily rivals the one in the US. So all the sort of core ingredients are there, but it’s still not happening. And the goal really essentially is how can we leap frog the current development, which by the way, is heading in the right way, so it’s slowly getting better. And there are more and more entrepreneurs that are thinking bigger. There are more and more people that pursue entrepreneurship, which is fantastic to see. And there’s more and more capital that supports, and more and more experience in the ecosystems. All trends are in the right direction, but we’re still maybe 20 years behind.

And so the question then ends up being, is there a way we can leapfrog the evolution of the ecosystem? And is there a way where we, at the same time, can take on some of society’s largest issues and try to make a real dent in those types of issues? And that’s essentially the genesis of the moonshots and why I decided to dedicate a significant portion of my wealth to try to see if I can help make that happen for Europe, and for hopefully the world too. And yeah. And it’s just felt like a scary, big, audacious thing to try to pursue. And frankly, a lot better than just sitting on the money and not doing anything.

Tim Ferriss: Collecting marbles. Yeah.

Daniel Ek: Yeah.

Tim Ferriss: I agree with that. And it seems like some of the targets that certainly have implications for addressing very significant problems and meeting challenges and looking forward into the next 10, 20 years and beyond would include machine learning, biotechnology, material, sciences, energy. And that it’s very exciting to put the type of resources that you’re applying into those fields in Europe, to me, for a number of reasons.

And one we want to have time to get into today is to see how that vis-a-vis incentives, right? We were talking about Charlie Munger earlier. The attraction, retention of talent. And as I’ve seen with, say, Shopify in Ottawa, Canada, which is the last place people would expect, right? Maybe not the last place, but it’s not on the top three in mindshare for say startup communities, but because they are not subject, I suppose, somewhat similar to Duolingo and Pittsburgh also, to Facebook and Google and Apple trying to poach their engineers every second, right around the corner, they have some real competitive advantages. So it’ll be very exciting to see what type of, not just standing on equal ground can be created in Europe, but also advantages for people who happen to be located, or choose to locate themselves in Europe, so I commend what you’re doing.

Daniel Ek: Well, thank you. Yeah. It’s early days, but I feel like it’s one of those things where it’s either going to be very successful, or we will talk about all the lessons from the failure in a few years, hopefully when we do this again. But that’s kind of how I like to live in my life, by the way, I don’t like the safe lane. I prefer the uncomfortable lane where it either becomes big or you kind of go home. And yeah, it’s, I guess, the kind of very typical entrepreneurial spirit, but I’ve tried to remain naive enough to want to pursue those types of opportunities.

Tim Ferriss: Yeah. Well, I think naive might be one way to put it. I think agile and observant would be two other ways to put it because we’re not going to have time to really dig into the value of failure, but there’s a fetishizing of failure in Silicon Valley in some cases. But the reason that I think you are so capable in part of harnessing failure as the tinder for larger flames of success, is because of that commitment to learning organisms and constraints and review, that type of assessment, the mentality of two-year missions. I think that it’s this incredible sort of structure and system of habits that you’ve built around it that allows you to, again, impart converts effectively.

So we won’t have time to talk about the UFC. I’m sad about that. We won’t have time to talk about Alexander ‘The Mauler’ Gustafsson. And I really, at some point, want to talk to you about your interest inโ€”

Daniel Ek: Yeah, I’d love to!

Tim Ferriss: So some other time. Some other time. Guitar, there are all these subjects that we won’t have time in this round one. So last question, or maybe second to last, and this question is sometimes a tough one, but we’ll throw it out there anyway. And that is, if you had a billboard, metaphorically speaking, to get a message, a quote, a question, an image, anything out to billions of people, noncommercial, what might you put on that billboard?

Daniel Ek: Oh, wow. I don’t know how I would find a way to write this a lot more marketable than the way I’m going to put it now so that it would resonate with more people. But I think the single biggest thing that’s striking to me right now with all the polarization on all the different issues that we’re facing is the words “Be kind; everyone is on their own journey.” And I’ve encountered so many faiths and life situations, certainly over the last nine months ago where I’ve learned so much. I learned about issues I didn’t even know existed. I learned about situations and the hardships, but also successes and happiness as well, so all of those different things. But what it kind of reminded me on is that we’re all on our own journey. We’re definitely not perfect. This part of why I wanted to talk a little bit about my own sort of journey and growth, because I don’t even know whether I would consider myself particularly good at anything.

And then, that’s actually a mental thing that I constantly struggle with because I constantly face people who I always find are smarter than me, deeper than me on various subjects and all of that stuff. But I think we’re all on journeys and we all have our own insecurities. We have all our own stuff that’s happening in our lives, and just to be mindful about that. Just be mindful about that we’re all going through things has created a lot of empathy for me and created a lot of understanding for me as I meet coworkers, as I meet people out in society as well. And yeah, it’s especially important as we sit now in our own homes and digitally type away on Twitter and other things, not thinking too much about whose feelings we may hurt or not, because we can’t read each other’s emotions. And so, yeah, be kind, everyone’s on their journey would be that.

Tim Ferriss: That’s, I think, the perfect way to wrap up. Daniel, fire soul, this has been a lot of fun. I really appreciate you carving out the time across time zones to have a wide ranging romp of a conversation that was very nonlinear. I appreciate you playing ball. Thank you so much.

Daniel Ek: Of course. Well, thank you so much for having me. This was a blast, so I hope to do it again some time.

Tim Ferriss: Yeah, that would be great. I’ve already had, I put R2, which is within highlighter around all these subjects that we didn’t get to just in case we do a round two, so we’ll have plenty for next time if we do. And how do you say it? Let’s say now in Swedish, is there something like tusen tack? How would you say?

Daniel Ek: Yeah.

Tim Ferriss: How would you say?

Daniel Ek: Tusen tack. Tusen tack.

Tim Ferriss: Tusen tack. Ah, yes, I still need to work on my vowels, but one word at a time. And really appreciate you being so open to so many questions. And to everyone listening, we will have links to everything discussed, ranging from Brilliant Minds to the books and everything in between in the show notes at tim.blog/podcast. And until next time, be kind and realize everyone is on their own journey.

The Tim Ferriss Show Transcripts: Jim Collins on The Value of Small Gestures, Unseen Sources of Power, and More (#483)

Please enjoy this transcript of my second interview with Jim Collins (jimcollins.com), a student and teacher of what makes great companies tick and a Socratic advisor to leaders in the business and social sectors. Having invested more than a quarter-century in rigorous research, he has authored or co-authored six books that have sold in total more than 10 million copies worldwide. They include Good to Great, the #1 bestseller that examines why some companies make the leap to superior results, and its companion work Good to Great and the Social Sectors; the enduring classic Built to Last, which explores how some leaders build companies that remain visionary for generations; How the Mighty Fall, which delves into how once-great companies can self-destruct; and Great by Choice, which is about thriving in chaosโ€”why some do and others don’t.

And now heโ€™s updating his debut book, Beyond Entrepreneurship, for the twenty-first century. Beyond Entrepreneurship 2.0: Turning Your Business into an Enduring Great Company is now available.

Transcripts may contain a few typos. With some episodes lasting 2+ hours, it can be difficult to catch minor errors. Enjoy!

Listen to the episode on Apple Podcasts, Spotify, Overcast, Stitcher, Castbox, Google Podcasts, or on your favorite podcast platform.

[podcast-player id=”b72995f4-f349-4dc3-a269-ecc7cf99c262″ src=”https://rss.art19.com/episodes/b72995f4-f349-4dc3-a269-ecc7cf99c262.mp3″ title=”#483: Jim Collins โ€” The Return of a Reclusive Polymath”]

DUE TO SOME HEADACHES IN THE PAST, PLEASE NOTE LEGAL CONDITIONS:

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Tim Ferriss: Jim, welcome back to the show, it is such a pleasure to have you, again.

Jim Collins: It is really a joy to be back with you. And for all of those people who may not have heard the first session we did together, you did such a marvelous job of extracting my particular approaches to self-management that I hope some people will go back and find that previous one, and then we can build upon it from here. And in the spirit of conversation, you and I love conversation, we love ideas, I’d love to begin with maybe turning the tables a little and just asking you some questions. And I was re-reading The 4-Hour Workweek and just kind of getting myself into your head aboutโ€”you wrote that about 15 years ago, was that right? Approximately?

Tim Ferriss: Yeah, 2007, so about 15 years ago.

Jim Collins: About 15 years ago. And so the first thing that just struck me is I noted in there that you had really been affected by Ed Zschau, and I’m curious if you’re still in touch and also what you really learned from him?

Tim Ferriss: Ed Zschau yes, we’re still in touch. Professor Ed Zschau, spelled Z-S-C-H-A-U for people interested. He’s also appeared on the podcast not too long ago, I would say a year and a half or two years ago, and we’re still in touch. And Ed had a tremendous impact on me on multiple levels. And I was first exposed to him when I was a student in his class called high-tech entrepreneurship, ELE 491, so it was a cross-disciplinary class, it spanned a few different departments, electrical engineering, operations, research, finance. And Ed appealed to me. And I think appealed to a lot of people because for those who don’t have any context, he is a true polymath and a very curious character. So he had been a competitive figure skater, he’d taken a few companies public.

He was one of the first computer science instructors at Stanford. And if my memory serves me correctly, he became that because the person who had been appointed to teach didn’t show up and he just raised his hand and so became one of the first computer science teachers. He was a congressman and is really the consummate teacher in my mind and encourages all of his students to do it their own way, to live life their own way, to not depend on a predetermined path. And we are still in touch, we are still in touch. And I’m still in touch with most of the most impactful mentors from my life story.

Jim Collins: And he’s getting up there in years in chronological age but sure it strikes me as quite intensely young. And what do you think his arc teaches about really accelerating after 60?

Tim Ferriss: Well, I think that not to invoke the cliche, but some things are cliches for good reasons that youth is in the heart or youth is in the mind. I think that that Ed has made a life of exposing himself to new ideas, new technologies, young blood in the form of vibrant, young energized students and entrepreneurs, founders full of peace and vinegar, so I think that has an osmotic carry-over effect into his own life, which I believe he is extremely aware of. Those would be a few of the things that come to mind. He is constantly challenging his own understanding of the world and possibilities via proactively exposing himself to new things and new people.

Jim Collins: So I’d love to bridge from that to a question that’s been just a really simmering in my head all weekend. So you have this wonderful course, and he has this kind of you really don’t have to force yourself into a box of what a whole bunch of other people want you to do or how you should live, or how you should expand your life and your talents, there’s only one you better use it well, and it goes by really fast. And then if I sort of understand the story, you kind of went out and hit the soul-crushing day-to-day experience of this thing that you and I are both constitutionally incapable of enjoying called the job and sort of about there are a lot of for better or worse, we are constitutionally unemployable.

And then sort of from there to, if I understand the arc of the 4-Hour Workweek argument, it was essentially, look, if you want to have a life of experiences and meaningful experiences and freedom of choices and how you’ve lived that by very creative and disciplined approaches, you could kind of squeeze down the amount of energy that’s needed to earn the cash flow needed to be able to have the experiences and a great life and that there was a lot of both tips and overall principles for doing that. Have I got it kind of essentially right?

Tim Ferriss: You did, I think that is essentially right. I would say that creative and disciplined could also just as easily be replaced with creative and experimental. I think the experimental component is a large piece of the puzzle, but yes you did nail the essence.

Jim Collins: So now here’s the question that’s been on my mind, and I’m really curious to hear how you’ve evolved on this. So at that time, and if I also heard it right, you didn’t come from a wealthy family?

Tim Ferriss: I did not.

Jim Collins: You had something about your parents combined earned something like $50,000 a year or something like that but basically it came from look, it’s not a big safety net, it’s not “Hey, I can just go do anything.” People support it, you have the reality of the world. And yet you weren’t going to bow to the strictures of the way regular work would happen. And so you share a lot of your wisdom from your own experimentation with that. Now what’s interesting is that was really focused off to me anyways, it was you were really focused at that point on, “I can get the work part down so I can really do this life thing.”

Your life is different now, your life is different in that question of “What’s my minimum monthly cashflow I need to be able to fund great experiences?” is actually no longer a relevant question for you. So my question for you at this stage is what keeps Tim Ferriss going? What is it that drives you in your work? Because the option of just experiences is fully available, so what is it that’s changed for you? That’s now the inner motor that keeps Tim Ferriss going and going?

Tim Ferriss: That is an excellent question; I’ll try to not give a terrible answer. A few things popped to mind for me, and the first is an appreciation for and a search for beauty. I think that the search for beauty and elegance which are similar in my mind, but not identical has become the fuel for the seeker, if that makes any sense. And I find that in my own personal experience that when I search for beauty, which seems like it is absurdly too high on Maslow’s Hierarchy of Needs to be relevant to anyone perhaps, it sounds very abstract that I tend to find more truth than that when I purely try to deduce truth intellectually in a very prefrontal way.

And that the, to use a crass term, the return on investment of finding those examples of beauty far surpass a lot of what I had white-knuckled to achieve through crunching numbers and digesting spreadsheets, not to say there isn’t a value to that, I think it is necessary, but I have found it insufficient if you want to experience what we might call some semblance of grace, I know we’re getting out into maybe the deep waters here a bit.

Jim Collins: What’s an example for you of, so it’s interesting, actually, I really resonate with this idea of the exquisite, right? And the word that they have often and even when I’m engaged with profit-making companies or whatever, at some point there’s just something that’s making something exquisite, making something excellent, because it can be is not a means to an end, it is an end in itself. And I always think about that wonderful parable of the, I think it was one that I heard from Drucker actually about the sculptor who made these statutes that the city fathers had asked to make these statutes and the statutes were to be up in the town square. And he put in all this extra effort and took this extra time to make the backs of the statues as beautiful as the front of the statues and the city fathers are, “Well, why did you do that? Nobody will ever see the backs of the statues.” And his answer is, “Ah, but the gods can see it and I know it’s there.” Right?

And that notion of or making a sentence just right or the simple cadence of where you place a comma, right? The person we both admire in writing John McPhee, his sense of the exquisite single sentence I really relate to this. And I’m curious for you what’s an example, how wide of a range does exquisite or beauty go for you? Is it exquisite experience, exquisite painting, the exquisite goosebumps of Beethovenโ€™s Symphony No. 3, movement number two, when it goes into the funeral march, I mean, what is it?

Tim Ferriss: It is all-encompassing in a sense. And I would also rewind to a bit earlier when you asked me the question that has been on your mind over the weekend, and I can’t remember the exact wording, but it was something like what drives you or what compels you?

Jim Collins: What keeps Tim Ferriss going?

Tim Ferriss: Right, what keeps me going? So I think that if we look at keeping someone going, there are different ways to keep someone going. And you can feel driven, we use that word in English a lot. I think that for some that if we were to unpack it has some level of being whipped forward in terms of sentiment, there is something we are running away from as opposed to running towards, if that makes any sense? There’s some type of pain or dysfunction or wounds next to our strength that is driving us forward. And then there’s a very distinct feeling, which is that of being pulled towards something.

And I have found it more sustainable, enjoyable, and ultimately more aligned in recent years to seek those things that pull me forward, and beauty is one of those indicators, it’s kind of the light at the lighthouse. And Tim O’Reilly is one of my favorite thinkers, fantastic person, a technologist, a well-known publisher, and he and I have had a number of conversations. And one of his practices, at least at the time that we were speaking last, was to take a photograph of one flower each day, and that is a practice of recognizing beauty. It’s not that beauty is hard to find, it’s that it is easy to overlook. So cultivating the eye and the awareness to spot beauty whether that’s in a flower or quite frankly in something that would normally be found repulsive like decay of some type is endlessly interesting to me.

And I do find that when I am tuned to that, the simplicity of that in the same way that Mary Oliver might simplify the approach to prayer if someone were to want to explore that practice as an example, and even in a very secular way which might sound like an oxymoron, but I’ll try not to drown us in the deep waters too much at this point in the conversation. I do think that a lot of it is driven to or not driven to, I would say based in reactivating instincts that have been not forgotten but just in some fashion laid dormant, right? So there’s a quote from D.H. Lawrence that I liked a lot which is, it’s very simple: “Be a good animal, true to your [animal] instincts.” That’s it.

And I’ve operated very much from a metaphorically speaking left-brain analytical perspective for decades, and there are tremendous benefits and applications for that. And I’m trying to in recent years pay equal attention to the millions of years of evolution that preceded language that have as an end product in some fashion, a whole spectrum of what we might call instincts that I believe to be deeply intelligent and powerful as guiding forces. I’m not sure if that answers the question about theโ€”

Jim Collins: No, no it’s very interesting. And I asked the question for sort of two levels about what keeps you going. I’m genuinely curious, because you were at a different stage in your life and you wrote that and people who still resonate with it today very much may also be back where you were when you were doing that they’re facing different constraints in life and wanting to create their freedom with that, and it gives them a toolkit for that, a very useful toolkit. And one observation and then just something that I found for myself as how I think about this, is that my sense in reading The 4-Hour Workweek was that it was in many ways kind of reacting to the order in which you were placed, the sort of how I reject this, I’m going to do a different and did, right? And it’s kind of like moving away from, I don’t want that. And the way you describe it now is it’s a moving toward?

Tim Ferriss: That’s right.

Jim Collins: Right. It’s a moving toward beauty, towards exquisite, towards exploration as opposed to reacting from it and it’s very striking in the tone different. As I’ve thought about this for myself, because I have like you didn’t have much of a safety net we talked about that in our last episode and taking big entrepreneurial or the big bet that Joanne and I took, and it was very scary and so forth, still wanting to go forward and do it and had these different sort of drives early. And I’ve thought of it as kind of what’s the point allocation? I always tend to go to point allocations and numbers and so forth, but what’s the point allocation between dark force motivations and light force motivations?

And dark force motivations for me have always been the things like anger, rage, channeled rage, insecurity, need for attention, just accomplishment to show others I’m capable, right? Those things that I felt very much when I was young. And then there’s light force points, which are I just love the work, I just love the work or I love the people I’m doing it with, or the sheer curiosity of the question, or I know I can make this better even if no one else notices. So therefore I want to make it better, right? And the sheer joy of seeing something come out on the page it’s like that’s a neat sentence or whatever, and the drive for contribution being useful as we talked about last time versus being successful and so forth.

And so what I have found is that for me it’s trying to be moving, decreasing the points out of 100 that are dark force motivations, which I would say when I was younger were 80/20. And I wasn’t afraid to let go of those because I felt that if I let go of the emptiness in my stomach because my dad didn’t pay attention to me, I’ll lose my drive, right?

Tim Ferriss: Yeah, “Lose your edge” is a common phrase.

Jim Collins: I’ll lose my edge, I need that, I need that, that’s the fuel, that’s the kindling, that’s the explosive power within what if I lost that? Right? And the sense of fear that what if that went away? And then gradually realizing that actually if I replaced that with the others, right? That point allocations go from 80/20 dark force and they flipped to, and I don’t think I’ll ever get to a 100/0, I really don’t, I’m way too human for that. But if I can get to 80/20 light force, right? It’s constantly generating, it doesn’t ever have an end and you can let the others sort of go, and it is a moving toward versus a reacting to, it’s very interesting to hear that.

Let me just ask you just in terms of beauty, I just one of the thing, and then I’ll put myself in your hands. Somebody said to me, “Are you ever going to do a podcast?” I said, “Well, I’ll sometimes be on one, but if I get a marvelous podcaster, then I can just be the questioner, so…” 

Tim Ferriss: I’m game!

Jim Collins: So anyways, I think you and Joanne and I all share something in common, which is we are all Dean Fred Hargadon admits, is that right?

Tim Ferriss: That’s right, that’s right.

Jim Collins: Okay, we are. And we were both admitted by Dean Fred at Stanford, you were admitted by Dean Fred at Princeton. And I noticed in your book, you said, “And I’m not sure why they’d let me in because I was sort of off the sort of normal mode when you think of all the straight A, double 1600 SAT, wiz brain. You could fill the whole class and still have like 200 percent left over. With people like that, why’d they let me in?” And so I got to share with you this story, did you ever meet Dean Fred?

Tim Ferriss: I did, I did.

Jim Collins: Okay. So I’ve got to share with you this story but it ties into the idea of creating something beautiful. And so for my 25th college reunion, I was asked to go and be on our class panel. And after the class panel was a presentation and an interaction with us by Dean Fred he’d come back, he was at Princeton then as Dean of Admissions, but he came back to talk to a bunch of us who he had admitted. And we got to chatting afterwards, he came over and found Joanne and me, it turns out that he was a real fan of Good to Great, and he also had a framed picture of Joanne in his house, I think at the bottom of the stairs in her cycling outfit from the years that she was on the Iron Man back then, one of her sports endorsement posters.

And so it was kind of, it was sort of fun sort of coming full circle that he was still following us in some way. But in that conversation, one, I asked him how long does it take you to make a really great admissions decision? He said, “30 years and 30 minutes,” it’s just a great example of cumulative pattern recognition, right? And then he had shared withโ€”I can’t remember whether it was just us personally or the whole group, but he said, “What I’ve really learned is that you have to put the extra little splash in things that isn’t just like every kid looks like every other kid.

“So let me tell you this story about this young woman who applied. She came from a school in Eastern Oregon, and there were eight kids in the school or something and her advocation of choice was demolition derby. And I decided Princeton needs her, right? So what a greatโ€””Princeton needs her,” not “She gets to go to Princeton.” Princeton needs her, right? So when I heard your story about that, I thought maybe he had one of these moments, right? Princeton needs Tim. But here’s the end of the story. And I was thinking afterwards though, because that it really went into my head about creations of things and how you could look at it is that, well, if you’re Dean of Admissions at Princeton, you could just take a whole bunch of the kids that look the best and throw a dart and you can have a really good class.

You might not get the demolition derby, you might not get the Tim, right? But you’d have a really good class and I thought there’s something artistic about that. And so I had this note to myself, send a letter to Dean Fred, send a letter to Dean Fred. And it was kind of SAT there like these things like I should get around to doing. And so I decided to, I decided to send in this letter. And in this letter, I wrote a little paragraph that essentially says as followups, and this gets to the notion of exquisite and then I want to put one coat on it.

Some would say that the Dean of Admissions at Stanford and Princeton cannot fail given that the ratio of talented applicants to seats. “That may be true for creating a good class but it seems to me that a great undergraduate class requires the hand of a master sculptor, the details at the margins, the choices about what not to include, the stroke of genius to include something just awful enough to be perfect like a demolition derby player from a small town in Eastern Oregon. If each class is a work of art then you have sculpted a series of masterpieces.”

And so I sent him this letter and shortly after, this was 2008, shortly after a few months later, I got a letter back from him. And I think this is something that I’m going to try to remember for the rest of my life, he has a very nice letter, very, very thoughtfully composed. And he says this thing, he says, “Your taking the time to send such a thoughtful note happens to be a perfect example of what I had in mind of my baccalaureate address the class of 2003. I encouraged them not to underestimate the value of small gestures and provided examples from my own experience. When asked to summarize my comments in a few words enough to be inscribed on a carved plaque for a new dorm classroom building dedicated last fall as Hargadon Hall, I wrote, “The most treasured gifts in the world are kind words spontaneously tendered.”

And now I mean, I’m sure many people have wonderful words to him, I’m not trying to take extra credit for words to him, but what if I’d never got around to sending the letter before he passed away? And I try to remember that because we have these people in our lives and in a time like this that we’re living through with the pandemic too, I mean, you never know when the people, you might want to say something to might disappear, any number of things can happen: accident, disease, life just expires. And I hope that I take in this idea that if you have it to say, don’t wait too long.

Tim Ferriss: I second that. And I have been personally too late in a number of cases and truthfully passing the midpoint on average of lifespans on my paternal and maternal sides, so on the male side of the ledger if we look at the average age of death across both sides in my family it’s 85. I turned 43 last time I had a birthday and I was like, okay, I’ve passed the 50 percent points assuming that we don’t have some singularity that allows me to become a cyborg with immortality. I’ve kind of passed the outer edge and I’m on the return path with the boomerang. So that reminder to me, at least that stark reminder of mortality led me just in the last I would say three to five years especially the last three years to reach out to many of my mentors who are older.

And that has been what has galvanized the rediscovery and the reaching out that you mentioned having done yourself.

So I would like to ask you, because we’re talking about influences and mentors, and we’re going to spend quite a bit of time I think discussing this. I want to discuss father figures, but I want to do it in a somewhat roundabout fashion or an oblique fashion. And going back to our first conversation and I have to just as a slice of life for people listening tell you meaning the listeners and also you, Jim, why I love you so much just as one example, and that, and I’m going to read, since you read a paragraph, I’m going to read a paragraph, which is from you.

“For Tim. Greetings from the creative monk mode cave.” This is a letter that I’m holding in front of me that I printed out. “I’m really looking forward to our conversation. I went back to the transcript of our previous conversation and systematically analyzed it to call out what we did not talk about. I thought that might help us to create a part two conversation that is distinct from our first. Here are some topics we did not discuss in our last conversation, or that we only briefly mentioned that might be possibilities to consider for this conversation. Most important, Tim, let’s have fun.” 

And you provided me with the most immaculate and diverse and tantalizing outline a producer could ever want. So thank you first and foremost for that. And as luck would have it, I did a bit of prep myself also, and what I do at the end of my interviews, and I did this at the end of ours, is I circled certain things we didn’t get to notes I took with highlighter and put our two next to them which meant in the case that we ever have around two, these are some of the things I would like to explore. And from that first interview, there’s a quote in the transcript, which is of course from spoken word so it’s not intended for publication, but here’s the line: “And so I kind of decided I would create my own father by reading biographies of people I really looked up to.” And so I’m wondering if there are any particular biographies that have impacted or influenced you along those lines in seeking to sort of create your own father by reading these biographies?

Jim Collins: Yeah, so when I set out on that was, there were sort of two parts of creating my own father, one was biographies, and the other was mentors. And the biographies were relatively wide-ranging and they kind of fall into both the memoir autobiography category and then the full biography by someone else category. And I’m still a voracious learner from biographies, I think the arc of entire lives is one of the greatest sources of wisdom to really understand the arc of a life. And one of the things you find when you do that is that I don’t care how remarkable the person is, they all have their mistakes, their setbacks, their wandering periods, their whatever. And it’s kind of encouraging. This is going to sound like a strange one, but it had an utterly profound impact on how I view the world.

And that was early on, one of the early ones I read was Winston Churchill’s 4,996-page memoirs of The Second World War. And I read it, all six volumes, including I’ll still never forget reading these tables shipping tonnage loss, North Sea, March, 1942. I mean this is really detailed stuff, but you get a map and you follow the war. But here’s the thing you’re going through The Second World War in Winston Churchill’s head and there was no kind of better way of sort of thinking about what coming at the world is, and crisis and leadership and everything else than just go through all those years in his head. And that was one that I still I think feel that it had massive shaping impact on me. And then of course, the later Churchill biographies by William Manchester who I think is one of the great biographers, The Last Lion series one and series two. And then of course his own memoir Goodbye, Darkness, which had a real impact on me it was where he turned his own lens upon himself as one of the great biographers. And he said, “What I’m going to do is I’m going to unravel a mystery. And that mystery is why I, as a Marine, went back to my unit in Okinawa when I already had a million-dollar wound to go home and nearly get killed,” and had this recurring nightmare of himself arguing with a younger self about this decision and trying to understand it.

He went back and wrote a memoir of his years as a young Marine, a memoir on himself as a middle-aged man going over the same terrain, in all the islands, and then the story of the Pacific war all wrapped into one. And it had a huge impact on me because it’s really ultimately about love and that you do the mostโ€”whether one ever does anything heroic, it’s an act of love.

And then, but not all the biographies are ones that sometimes are what I would describe as negative and/or just instructive. So for example, I think Robert Caro’s work is extraordinary. I love hisโ€”I mean, I relate to his desire to spend months and months just immersed in information and detail, and getting everything and make sure you read all the files and so forth. I personally relate to that.

But his book, The Power Broker, which I think you knowโ€”

Tim Ferriss: I do.

Jim Collins: โ€”is one of the great biographies. Now, what’s great about it is that it shows actually the reverse. And then we’re talking earlier about light force, dark force. I think his dark force motivations increased over time and that old adage, “Power corrupts,” from Lord Acton. “Absolute power corrupts, absolutely.” And then I think the last part of that is, “Very few great men are good men.” What Caro does so unbelievably well in that is he takes one person and shows that happening.

Tim Ferriss: Could you give a little more context on perhaps Robert Moses? Not that we have to go too deep into it, but just so people know who the subject is.

Jim Collins: It’s another one of those things where it’s a book that somewhere along the way it’s really worth getting to, because if I remember it right, it was quite a number of years ago when I read it. If I remember it right, the essence of it is you had this person who had a really peculiar genius and his peculiar genius was the ability to find sources of power, to be able to get things done that were often unseen by other people.

And he started out as somebody in New York who didn’t have any obvious formalized sources of power. Then he went parks originally, and he ended up playing this massive role over the course of his life with the shaping of New York. And it’s almost impossible to look at the way New York is the way New York works without thinking about the imprint of Robert Moses upon that for better and worse, and how he got that done and how he got the beaches done when there were lots of powerful forces allied against, and his ability to find pockets and pools of power, to be able to harness to get these things done without any formal power to do it.

And then what Caro, if I recall correctly, does so well is he shows how it gradually grows from power to get things done to power because you can. And he does it in 1,200 pages or something. And it’s like you see it step. And it’s sort of a counter, like it’s really fascinating like you talked about a bug book. This was the ultimate bug book on power in Robert Moses.

Well, it’s sort of like your examples of what you don’t want to be are also important in your biographies. His biography of Lyndon Johnson, extraordinary. The one that just still stuns me to this day and actually a great takeaway from it is Master of the Senate.

And you can watch Caro start off almost like, “I don’t like Johnson.” He sort of doesn’t, but he grows to appreciate his skill. And when he becomes Master of the Senate, his ability to get things done, that politics is the art of the possible, like this was Michelangelo at work, whether you agreed or disagreed, his ability to do it.

Again, I always distrust my own memory, but if I got it right, right at the end of the book as he’s leaving the Senate to go become Vice President, Caro writes something along the lines of, “He did not know it at the time, but in leaving the Senate, he was leaving the only home he ever really had,” at least that’s how I remember it.

And the takeaway I got from that was: never let your ambition confuse you about what you really are. So he always wanted to be President, but what he was made for was Master of the Senate. And of course, his presidency ends, he doesn’t seek a second term. And so he achieved his ambition, but lost his home.

Tim Ferriss: Yeah. I think that’s easy to do.

Jim Collins: We could have the Tim and Jim conversation for biography after biography.

Tim Ferriss: Maybe that’s an easy way for you to do a podcast, we’ll just have the Tim and Jim Hour. Now, I know you are a fan, if I’m getting my homework done properly, of Ron Chernow’s biography of George Washington. George Washington is fascinating on so many levels, in part, because he has this Cincinnatus-like quality of being the reluctant ideal leader. The perfect candidate is very seldom the one who wants to run for office.

And as I know you’ve publicly discussed the impact of that biography, and you brought it up of your own volition. I was going to lead from that the question of, what you can learn from not the Jedi, not the white knights of the leadership canon, so to speak, but from the Sith Lords, those who have for, not to push the Sith use too far, but who are masters of power but with some shadow elements.

And I’d be very curious to know, we spoke of one, Robert Moses, who also is portrayed, I think, very well in the film adaptation of Motherless Brooklyn by Edward Norton, played by Alec Baldwin. Robert Moses was perfectly cast. What are some of the lessons that you have been able to retain from some of these darker leadership icons or icons of power, and have you been able to use or absorb these things without being infected by some of the other components of their personas? Because it strikes me as very difficult to emulate only a tiny percentage of someone, if you’re not careful at least.

Jim Collins: It’s an interesting question because it is interesting how I went to Moses and to the Johnson biographies, the Caro books, because they really doโ€”there are things there that’s like, “Hmm, that’s where I would want to be.” And as you know, I’m a big consumer of this thing called The Great Courses series where you basically go out and they found the best university professors for the quality of their teaching.

And I’m doing a whole course right now on how the brain works, and the professor is from Vanderbilt. She’s wonderful. Just her sheer joy. “And this is how light comes in. And actually, your brain then creates an image, and isn’t that wonderful?” It just leaves you with this incredible sense of awe and how everything works.

And there was a course on philosophy and I feel bad that I don’t remember the name of the professor. It might come to me towards the end of our conversation, but I think it’s called Question of Value or Question of Values. And in that course, the professor makes this wonderful distinction. He says, “You might want to think about whether you want a life to envy or a life to admire.”

Tim Ferriss: That’s great.

Jim Collins: Isn’t that? And so, you take Lincoln. It is not a life to envy. He struggled with depression. He had a tumultuous set of relationships. He had personal tragedy in his life, and then the hand he gets dealt as President too. I mean, imagine sitting there getting the battle reports from Antietam. And then he finally gets through it and then he gets his life taken away. It is not a life you would choose, but it’s absolutely a life to admire.

Tim Ferriss: Is it Professor Patrick Grim?

Jim Collins: That might be. Yeah, that might be it. It’s called Question or Questions of Value or Values?

Tim Ferriss: Questions of Value.

Jim Collins: And I was so struck and I think what I’m really interested in is the people who maybe ultimately makeโ€”they transition. They don’t become one or the other. They grow over the course of their lives. And I’m almost more interested in the growth cases than in the kind of the static cases. And what’s fascinating with Moses is he sort of grew in the other direction, but kind of the arc of change of people’s lives. I find it really, really interesting.

And even Washington is an example of that. Early in Washington’sโ€”Chernow. By the way, have you had Chernow on?

Tim Ferriss: I have not yet.

Jim Collins: That would be wonderful. Chernow would be able to speak to this far better than I could, but early in Washington’s life, very, veryโ€”really just incredibly ambitious. And he has some setbacks. And then you see over the course of his life how his ambition gets increasingly channeled out then into the intersection of history and how that intersection of history then brings further a sense of almost historical service out of him. But the Washington of his later years is a much more evolved Washington than the Washington of early years. And I think that’s what’s interesting, because I think this question of, we are not fixed. We’re not static.

When you chat a little bit later about there wasn’t Steve Jobs. There was Steve Jobs 1.0, and Steve Jobs 2.0. I mean, it’s the arc. It’s the growth. That’s what’s interesting to me.

Tim Ferriss: Well, let me give you just a map of the territory, actually, just leading to the horizon. I like to give people an idea of what’s coming. So we are going to talk not just about books, but we’re going to talk about mentors, since that was the second component that you mentioned. And we’re going to talk about Bill Lazier specifically, but before we get to Bill Lazier because you brought up Questions of Value, I would like to ask you a question about questions, because I think many people consider you a provider of answers.

I would agree with that to some extent, but I view you more as a craftsman of questions, and the description of questions of value just as a leaping off point is, of course, for anyone who has ever felt the tug of such questions or who wants to fine tune their ability to see how deeper questions of ethics and values apply to the choices that make up their lives.

So let’s take that and jump to a New York Times piece about you, which was published in 2009. And I’m going to read this paragraph. “Mr. Collins also is quite practiced at saying no. Requests pour in every week for him to give speeches to corporations and trade associations. It could be a bustling sideline given that he commands a top tier fee of $65,000 to dispense his wisdom.”

Side note from Tim. I would say at this point in time, I wouldn’t be surprised if it were twice that amount. Back to The New York Times paragraph, “But he will give only 18 speeches this year. And about a third of them will be pro bono for nonprofit groups. Companies also ask him to consult, but he mostly declines, agreeing only if a company intrigues him, and if its executives come to Boulder to meet him.”

“Over two half-day sessions for $60,000, he will ask pointed questions and provide very few answers. ‘I am completely Socratic,’ he said, ‘and I challenge and push. They come up with their own answers. I couldn’t come up with people’s answers.’ Book tours, no. Splurging with the millions he’s earned from his books, no too.” So the part that I underlined was the over two half-day sessions, you will ask pointed questions and provide very few answers.

What types of questionsโ€”or could you give any examples of questions that you have found over the years of experimentation and refinement to really more than pull their weight? And as a side note, I will say, I know some people who have flown out with their leadership teams to meet with you. And two or three years later, they’re still talking about some of these conversations. So could you give any examples of questions that you like to use?

Jim Collins: Yeah. So first of all, I’m so pleased that you see me as more about the questions than about the answers, and I genuinely just deeply thrive on questions. That’s why I think Iโ€”again, they go back to that course. I didn’t really take away, like these are the answers on value. I took away a question. Let me just describe a little bit how I prepare for really anything, but particularly prepare for Socratic lab. And first of all, it starts with probably something very similar to what you do because you’re Socratic, is you kind of have this big funnel of trying to gain understanding before you even enter a conversation. You read. You learn. You try to get your thoughts around what are the really critical things.

And then the next thing is to start asking the question, what are the questions? And if you can identify the questions, and I think of the questions, I think of it this way. I think of it as like preparing for, if I were an NFL coach. And you are going to go into the game with a game plan. You’ve prepared really well. You’re going in with a game plan. And when you get the ball, you’re going to know your first few plays in all likelihood unless something weird happened early. And so I’ll come in with some questions that I know. It’s a little bit like Green Bay Packers always had their first set of plays and you always knew what they were, then the game would unfold.

And so you have to be really clear what are the two or three really essential things that if they don’t walk away having wrestled with this, I have failed them. Not, these are the things I need to tell them. These are the three things they got to really wrestle with. And your task is to get to those. Now you walk in, but then it’s like the game starts. And what you have to do is, “okay, we were planning on throwing long on third down but their defense isn’t allowing for that. They’re leaving the whole middle open. So we’re going to run draw plays, right?”

And so you prepare obsessively, but then you have your questions or your plays. And so I have opening questions and the first one is always the same for an inside organization, or at least historically has been. It’s not a core value. This could change, but it works like this. So you got to picture everybody’s in the room. They’ve done homework ahead of time. They’ve had to answer a bunch of questions ahead of time, which I’ve digested all their answers.

And I walk into the room. I’m in that room right now. We set up in COVID time to use that room as kind of our little studio here. So a table we had custom-made just for this room. It’s a totally secure room. If you look at the four walls on either side, there’s no way that information could escape into the outside world, which for some people, we’ve had people send security sweeps and things like that. I mean, it’s very important that things remain in some cases, very, very confidential.

And then the session started at 8:00 a.m. Now there’s a rule with that, 8:00 a.m. doesn’t mean 8:00 a.m. and four seconds. 8:00 a.m. is eight-zero-zero-zero-zero because you have to set the tone, bang, we are going to engage here. Now people have often wondered: why do I require people come to Boulder? It’s very simple. It’s not because I don’t like to travel, although I don’t. It’s when you’re dealing with people who can buy anything and you want to have an impact on them with the limited number of chances that maybe they’ll only be able to come once or you might only have them come once.

What’s the one thing they can’t get more of? Their time. So by requiring that they all have to come here and they’re in this space, in these rules, I’ve set the conditions for full commitment. Those people still talking about it years later, it isn’t just because I ask good questions. It’s in part because the conditions were created of, you have to make a commitment to come. You have to make a commitment to be really present when it happens.

I wait until exactly eight o’clock. And on day one, I walk in the room at eight-zero-zero-zero. And I go to my chair and I say, “Good morning, take out a blank sheet of paper.” It’s not like, “How was your flight? What do you think of Boulder? Hope you had a good meal last night.” “Good morning, take out a blank sheet of paper. I feel tremendous responsibility. We have a lot to do. Write down the top five brutal facts that you face today.” We are now at eight o’clock and, what, 12 seconds? And they’re quiet, blank sheet of paper, brutal facts right out of the front.

One thing that I have found is that if you start there and then that’s the very beginning, they’d go sheet of paper, brutal facts, then we have six corners in the room, six-cornered room. And there’s a random process by which then they’re put into small and then they have to come back to the large table. And I’ll randomly pick someone and I say, “Okay, what are the top five brutal facts that you face?”

And then each of those become something to start pulling on. Why is that a brutal fact? Is that really a fact? There’s a rule, no opinions allowed, facts only. You can’t say, “I think we’re growing too fast.” That’s an opinion, facts, facts, facts.

If you begin right at the start, the conversation gets very rich very quickly because everybody knows what those facts are. But you put them on the table that quickly, you are already setting the conditions for tremendous momentum.

Tim Ferriss: Yeah, the setting of conditions, how underestimated.

Jim Collins: And then from there, do you have a number of them? We do a lot with, sometimes it’s the Flywheel. Sometimes it’s the hedgehog, almost always something on people and what makes for the right people. There’s almost always something on danger signs. I really like to ask people to take the five stages of decline from How the Mighty Fall and self-diagnosed, “Where are we vulnerable here and why, and what would we need to be worried about,” and those sorts of things, and zooming out 20 years and those types of things.

But once you get into it, then there’s no script that it’s the same for everyone at that point. It’s all very conditional upon who they are but it’s always going back to the principles from our research.

Tim Ferriss: Well, people go to Boulder to learn, to be interrogatedโ€”

Jim Collins: Challenged, I think is theโ€”

Tim Ferriss: โ€”and challenged, challenged. Let’s introduce Bill Lazier. Who is Bill Lazier? Why is he worth having a conversation about?

Jim Collins: So kind of the spark for us doing this again is I’m re-releasing my very, very first book, which is called Beyond Entrepreneurship, bringing it out as Beyond Entrepreneurship 2.0 with some upgraded material in it, new chapters and so forth. But a big part of the reason is because I wanted to honor and extend the legacy of my co-author on that book, Bill Lazier.

And first, sort of how that intersects, Bill passed away in 2004. And when I was in the memorial service, and I think there was about a thousand people there. I just had this overwhelming need to write something about Bill. And I thought, “Well, I could write an obit. I could write an article. I could write something for the alumni group.”

And then Joanne, as is often the case in my life, had this really great idea. She said, “Why don’t you create something permanent, which would be to take this book that was your first book that you and Bill did together, and bring it back to the world, but really shining a light on Bill and what he did to change your life and the role he played and what a great mentor he’s all about?” And then it’s by Bill and Jim, and it brings him out permanently, and I can share him with the world. And so that’s kind of the impetus of all of this.

And just something that was very meaningful to me, I got my first copies, was it last week? It’s either the last week or the week before, and copy 001 went to Bill’s widow, Dorothy. And I’m sort of like, no matter whatever happens from here, like that’s it, everything else from here is gravy. So Billโ€”

Tim Ferriss: Why was he such an important or perhaps arguably the greatest mentor?

Jim Collins: He’s the greatest mentor in my life.

So Bill, I think the best way is to just tell a story. We talked earlier about this notion of dark force and light force motivations and so forth. And I met Bill when I think I was just on the verge of turning 25, and it was complete luck.

In the last episode you and I did together, we talked about who luck a lot, the who luck of Peter Drucker, the who luck of four days to engagement with Joanne, and here we are 40 years later and so forth. But this was like luck in a real sense. I had wanted to be in a different section of a course and it so happened that I didn’t get into that one. And I got assigned to a different course and there was an unknown first time teacher of that course named Lazier, and has anybody know anything about this guy, Lazier?

Nobody knew, and so I just went and I figured I would just find out what it was like or what the course is about. And that sort of chance interaction led to Bill somehow taking an interest in me. And the image I have is that I was like this propulsion machine, this driven, creative, energetic propulsion machine. But I had no direction to it, if you will.

And Bill took this interest in me and he started inviting Joanna and me over to his house. Now, he’d been a very successfulโ€”he was an accountant and a very successful entrepreneur. And in his 50’s, he returned to Stanford to really begin teaching, kind of a renewal phase in his life. And I became like this project for him, and he just kept working on me. Just he would ask questions and he was never judgmental. He was just believing and supportive, but the key was he believed in me. He just believed in me.

And then when I was 30, I think I’d just turned 30 years thereabout, there was this moment when all of a sudden kind of like the Edge House where you were describing earlier, where there was this unexpected vacancy in the entrepreneurship and small business course at the Stanford Business School. Bill taught one of the other sections, which was the course I had taken from him years before. And the deans needed somebody to fill in for this other professor who was a star professor.

And Bill went to the deans and suggested me, and then put himself on the line. I mean, he put his sense of his own reputation on the line. He said, “I’ll try to make sure he doesn’t mess up too badly.” And because of the clock, I think more than anything else, the deans let this happen. And then Bill essentially kind of got me to see that thisโ€”it’s like that thing in Hamilton, don’t throw away your shot. This was the shot.

And the idea of being the image I’ve always had in my head is imagine you’re a pitcher way down in the minor leagues and you happen to be in Yankee stadium. And for whatever reason, all the pitchers on the bus don’t make it to Yankee stadium and the game is about to start. And somebody says, “Why don’t you go out there? Somebody has got to pitch. You, just grab a glove. Go out there and pitch.”

And Bill’s message was there come these times in life when not all time in life is equal. And the quality of your performance in that moment will have outsized effect on the rest of your life. If you throw a perfect game, you’ll get to throw again, so go throw. And that was the start of everything.

And had I not had Bill’s class, had I not had Bill believing in meโ€”and then from there until the end of his life, shaping me, guiding me, challenging me, modeling for me, you and I wouldn’t be having this conversation. Good to Great wouldn’t exist. Built to Last wouldn’t exist. How the Mighty Fall wouldn’t exist. Beyond Entrepreneurship wouldn’t exist. Great by Choice wouldn’t exist. None of that would have happened.

I have some thoughts about what I might’ve ended up doing, but this is a whole lot better. And that was Bill, and it was his caring and investment. And he put thisโ€”this is what I think made him such a great mentor. He so believed in me that it created a sense of responsibility to him, to that standard. You don’t want to fail that. You don’t want to let that down, that it acted like a magnet and it just pulled me up.

Tim Ferriss: What are some of the life lessons that you gained from Bill and that have remained highly important to you?

Jim Collins: So I put some of these in the bookโ€”

Tim Ferriss: In the notes and in the book.

Jim Collins: Yeah, exactly, because I got this whole chapter on sort of the lessons I want to share with the world from Bill. And I could pick any number of them, maybe we’ll pick one.

Tim Ferriss: I can pick one just because I’d love some clarity on it. So I’ll give people just a teaser of a few. Never stifle a generous impulse. Great life, great relationships. Trust wager, which is the one I would love to hear you expand on. Values is the hard stuff, and then put the butter on your waffles, which I also love. But maybe you could expand on just, since I’m following my own curiosity here, trust wager.

Jim Collins: Yeah. And then maybe a little bit on butter and the waffles, because I think it’s something that you may relate to. But the even though I think you’re probably more fanatic about diet than I am, but anyways theโ€”

Tim Ferriss: I’m more fanatic about consuming copious amounts of butter than just about anything.

Jim Collins: Okay, good.

Tim Ferriss: So this is in my strike zone.

Jim Collins: Yeah. So the trust wager, after I had left Stanford and in the previous episode, we talked about that, what Joanne and I called our Thelma and Louise moment of launching out over the chasm and betting on my own entrepreneurial path to try to be an entrepreneurial professor rather than a professor of entrepreneurship. When I left the very protective walls of where I was, I started hitting other sorts of experiences including, and I won’t go into specifically who and what they were, but situations where people I trusted had abused my trust. And it really stung, I hadn’t really experienced that in life before. Then Just realizing not everybody is trustworthy and some people really not trustworthy.

And so I went to Bill, and I said, “Bill, have people ever abuse your trust? And how do you deal with this?” And he said, “Yeah, they have, but this is one of the big decisions you have to make in life. You have to decide as a basic stance. Is your opening basic assumption about people that they are trustworthy? You always start there. Your opening bit is trust and trusting them, always. And they can lose that trust if there’s incontrovertible evidence that they have abused your trust, but you always have to be clear, never attribute to malice what could simply be explained by incompetence. And the other path is to start with, you have to earn my trust. I’m not necessarily going to trust you, but through evidence and experience, you’ll earn your trust.” He said, “This is one of those big choices in life to just a basic stance.

What is your stance?” And I said, “Well, you seem to trust people.” He said, “Yes, that’s my debt.” I said, “But how do you deal with the fact that people are not always trustworthy?” And he said, “Well so long as you don’t leave yourself open to a catastrophic loss,” and he was always very clear, “I always pay attention to the cash flow.” And he described a situation where he’d lost enough money from somebody he trusted that it hurt, right? It didn’t crush him, but it hurt. And he said, “But I still come back to, ‘I would rather live with that.'” And I said, “Well, how many understand, though, the pain you have to deal with that, and the fact that people are not always trustworthy?”

And he said, “Look, Jim, think of it as upside and downside. Here’s the wager: ‘What’s the upside?’ If youโ€”to taking the bit of mistrust, well, you’ll maybe prevent yourself from having one of those hurtful experiences. And what’s the downside? The downside is trustworthy people. You will lose them. And the upside to trusting people is when you find the trustworthy people, they will rise to it.” And he said, this was the critical thing he said to me, he said, “If you ever considered the possibility, Jim, that not everybody is one or the other, but because you trust them at that outset, they are more likely to become trustworthy because you trust them.”

And ever since then, that I try to live to that, the idea that that’s the opening bit, and just make sure you protect your flank. So it can’t be catastrophic, but that was built hard-headed, realistic, but you always start with the opening bit of trust.

Tim Ferriss: Were there any footnotes on that trust? And I guess I would love an example of what trust means in this context, if that makes sense. Because the expression that comes to mind is “Trust, but verify, right?” So if I get an email that says, “I am the widow of a Nigerian prince, and can you please wire $10 million to this falling bank account? And here’s how we’ll split the $100 million dollar proceeds.” I assume that he does not mean you wire the 10 million in a circumstance like that, right? That would be an extreme example, but you muchโ€”and we make it to this a bit later also, but I’ve read of how you think about luck is asymmetric as a causal force, right?

So bad luck can kill you, but good luck cannot make you great. It may be necessary in some circumstances, but not sufficient. Similarly, there are certain downsides that are survivable. There are certain downside risks that are easily manageable, and then there are existential or catastrophic downside risks. So how did he trust from an informed or a smart place as opposed to a reckless place? Does that make sense?

Jim Collins: Well, when it came to business dealings, Bill always, I guess, I sort of describe it and if I understand this one situation that he referred to, he always had a good awareness of the cash flow in his environment. He was just fanatic about always understand your cash flow, very practical person on that. And I remember one day he was teaching a class it was for the entrepreneurship and small business, and he was pushing the students on what are the really key issues in the case. And they’re all going off of that, our strategic positioning and, where, yeah. There’s sort of market share growth and whatever.

And finally, Bill just sort of walks over to the whiteboard and puts in about four foot high letters with the side of the chalk all the way across the board, one giant word: “Cash.” And he always tried to, particularly for people who come from earnings world, you don’t pay your bills with earnings. I mean, you pay your bills with cash. And so Bill’s practice always was to be very aware of where the flanks were and to ensure that he would never leave themselves exposed to say, having something where you would wake up and find that something had been taken that left you completely crushed, if you will, completely embezzled, or anything like that, right? He was aware of the cash flow. 

But when you bring somebody in, it’d be, do you trust/not trust that they’re doing to do a great job? Do you not trust that they’re going to steward the resources of the company as if they owned it? Or are you going to basically trust that they will? He basically would always just start with, “I trust you. I trust you.” And he would never use the idea of locking a supply cabinet or anything like that. Just “I trust you.” You could lose that trust, but it’s just know where the flanks are.

And we’ll probably get to that when we get to the lock part, because I think that has a lot to do with this sort of notion of managing what’s catastrophic versus managing what’s not. And in the end, here’s the key thing. Bill was all about relationships and Bill believed that the only way to have a great life, there’s two approaches to life, to seek transactions and see life is a series of transactions, or to take life as building relationships. And the only way to have a great life in Bill’s view, was relationships. And the cornerstone of relationships is trust.

Tim Ferriss: And then you can put butter on your waffles together, presumably.

Jim Collins: Okay. So let’s talk about butter on waffles!

Tim Ferriss: I’ve been thinking about eating waffles ever since you mentioned it.

Jim Collins: Yeah. So butter on the waffles is something that, this is still something I really struggle with, but I learned from Bill. And, so we were working on Beyond Entrepreneurship. I didn’t know what I was doing as a writer. And I’m sure back when you were writing your first book, there was this incredible sense of inadequacy, right?

Tim Ferriss: Does that ever go away? Please tell me it does.

Jim Collins: What I’ve actually learned is that writing is like running. If you’re going to run your best, let’s say you can run a six-minute mile. And then now you’re a better runner and you can run a five-minute mile. If you’re going to run your best, whatever your PR is, it is always going to hurt. Writing never gets easier. You only get better. So I was going through, but I was, I don’t know, I was running maybe nine-minute miles. I mean, I was throwing all kinds of stuff in the wastebasket. I felt completely overwhelmed. There wasโ€”I truly felt inadequate and I was suffering. And so I go to Bill and we’re working on this together and I’m doing most of the trying to get the text working.

And I sit down with Bill and he can tell I’m just sort of really suffering. And I described to him how I’d spent the entire day, the day before, and it’s all in the wastebasketโ€”whine, whine, whine. And I expected Bill to give me this, maybe this lecture on this is the time to push through. And you have to, it’s something that you have to double down. It’s like the last six miles of the marathon. You’re only at halfway at mile 20 in the last six or where everything happens. And that’s when you really have to grit it out and that’s what I expected to hear. And instead, what I got was a lecture on fun. And Bill says to me, he says, “Okay. So if you’re not having fun and we’re not having fun doing this, we should just stop.”

And he said, “If we can’t find a way to make this fun, we shouldn’t be doing this.” So the day after we turned in the manuscript, Bill had a heart attack and he had a quintuple bypass surgery. And we used to have these waffle fests at the Peninsula Creamery. And we would meet there on Saturday mornings so we’d have waffles and, a few weeks or months, I can’t remember the exact time length, we’re having one of our waffle fests after Bill had his heart attack. We sit down and just before he pulls out all this butter and he starts putting butter on his waffles and putting syrup all over the butter and creating that marvelous mixture of syrup and butter, creating that marvelous mixture of yum stuff on your waffles.

And I said, “Bill what are you doing? You had a quintuple bypass surgery. You are putting all this butter on your waffles.” And Bill just continued to pour the butter on his waffles. And then he looked up at me and he had this most marvelous expression. It was like, that was sort of a smile, but it was this. It’s hard to explain what it is. It reminds me of that line in Seneca’s, right? On the shortness of life, this is a wise person who knows how to meet death with a firm step. And Bill told me the story of going into the operating room. He said, “I bet they saw a smile on my face, because I’m going into the operating room. And I all of a sudden knew. I mean, I knew without question, that if this was the end, I’m okay with that. Dorothy and I’ve had a great run. I’ve lived my life the way I wanted to live it. I have so many people in my life who I have loved and I love.I have already had a great life, and nothing can take that away. And so I decided coming out of it, everything from here is gravy and I’m going to lead my life and I’m putting the butter on my waffles.”

Bill never confused a long life with a great life. And he died a number of years after that. Not that many years after that, maybe a decade, must’ve been maybe 12 years later, he woke up and was walking across the room and he fell dead of congestive heart failure. And Dorothy later told me that he had a smile on his face. And when I was in the Stanford chapel, and I saw all these people in there, well, two things happened. One, I cried, and it was such a different crying because when my dad died, I cried for what I never had. And when Bill died, I cried for what I have lost.

And then I look out in that Stanford chapel, and I see all these people in there. And I realize I’m not the only person whose life he had altered. There are hundreds of them. And at this image of them is vectors going out in time and space. And that if you can affect the trajectory of a vector, even a few degrees when they’re relatively young, is a huge sweep as their life unfolds. And imagine you did that for not just one vector, but just one Jim Collins, but a whole bunch of other people. And you have hundreds of those vectors going out into time and space. Then you’ve lived a really great life and you had butter on your waffles. And so, it’s interesting, you notice I put here most important to him, “Let’s have fun,” on my memo to you. I’m really trying. This is for me, the hardest of the lessons I learned from Bill. Just putting a premium on, if you can’t find a way to make it fun, you shouldn’t do it.

Tim Ferriss: Let’s see. It seems Bill was not only having fun. He was fulfilled and a beautiful fun, at least temporarily can be bought with a bottle of wine, but, fulfillment, not quite as transactionally available. And I’m going to jump around here just a little bit, but this is the next topic that popped to mind for me, which is related to this. And that’s contrasting your time with West Point cadets. Having spent time at the United States Military Academy at West Point with your time with MBA students at Stanford, because it seems that the cadets seemed happier.

And I would like to know in your mind why you think that is maybe perhaps what you know to be true about what separates those two groups. Because I think in the minds of many you are a researcher and a student of success, but you and I can both point out examples of people who are extolled or put on a pedestal as these pinnacles of success. And yet they have these Pyrrhic victories. They go home, they have terrible relationships with their kids, with their spouses, et cetera. So this is deeply interesting to me, the contrast: cadets versus MBA students.

Jim Collins: Yeah. So it was a really marvelous experience. So back in 2012 and 2013, I had this real honor to serve a two year appointment as the class of 1951 chair for the study of leadership at the United States Military Academy at West Point. First of all just personally, it was a just incredible experience to go and be invited in, and especially in a special role like that, to really get a feel for how does a place like West Point one of the great Leadership Development Institutions in the world, probably in history do its thing, with young people who come in, and what’s their approach to things. And it had a profound impact on me on many ways. And I went there theoretically to teach something to the cadets, but really I ended up as is often the case being the student.

And I used to have these marvelous dinners where I had this big round table. And I would invite about 12 cadets. And it just start off with a simple question beginning to ask them questions about their lives, but how did you end up here? Where did you grow up? Why did you choose this versus something else? And just getting to know each cadet and why they would choose this path, marvelous journey? Well, anyways, the more I got to know the cadets, and the more I engaged with them. The more I was struck at by-and-large, how happy they seemed, now you got to try to understand what life as a West Point cadet is like, I didn’t go to West Point. I went and studied math on the West coast. They have not just their hefty academic load, we’ve got your history and philosophy and engineering and all of these things.

You also have your leadership training, you have your physical training, you have your military training, right? And you don’t have a whole lot of free time. This is an intense place. And I’m finding myself thinking, what is it? And there’s this sense of them being on the balls of their feet and the sense of energy. And I’ll never forget when I had the joy. That’s the only word I can use. The sheer joy of being able to close out my session with the West Point cadets with a one-hour presentation to 5,000 cadets all in their camels, in Eisenhower Hall for an hour. And at the end of it the eruption, the roar from them that just sort of conveyed the sense of sharing joy. If you will. I was like, wow, this is a really interesting place, the energy.

If you could just bottle that, what is that? How does that happen? What’s working here? And so I puzzled a lot because what really struck me is they did seem happier; I can’t measure that. I can’t prove that they’re happier, but they sure felt happier to me then my Stanford students, when I taught in the business school. And so I came away with a couple of key thoughts on maybe three that go together. The first begins with, I just have to lead into it with a little bit of a story. I always like to do something physically demanding or challenging in some form for my fives. So for my 55th birthday, which was when I was there, I decided that I wanted to do this thing called the IOCT, the Indoor Obstacle Course Test. Because I kept asking the cadets, “What’s hard about being here?” and they kept seconding this thing called the IOCT.

“What’s the IOCT?” “Sorry, you don’t want to know. We all hate the IOCT.” “Well, what is it?” “It’s the Indoor Obstacle Course Test. This is a place called Hayes Gym. And the idea being that you have to leap over things, and mantle up on a shelf, and go across these sideways bars, and cross a balance beam, and over walls and hand over hand across bars, and then upper rope, and then run around the track with the medicine ball. But here’s the key, there’s a graduation time. You actually have to hit a time. And I said, “Well, I think I’m going to try to do the IOCT in 22-year-old cadet graduation times at 55 years old.” And I was having trouble with this because it was actually quite hard. It’s not a good idea, by the way. And I was over there training and the cadets were wonderful, because they’d be coming along. And say, “Sir, don’t do it like that. You look like an old man, sir.”

I’m like, “Well, I am an old man.” So anyways, I’m working on the IOCT, and I’m training one day and all of a sudden I stand back and I look around. And I noticed something, there are groups of cadets who are clearly not having any trouble accomplishing the IOCT, they’ll hit their time easily, who are in there taking out time out of a life where they don’t have extra time to help their classmates who are struggling with the IOCT to ensure that they get through. All of a sudden, it just parted for me, I realized what’s happening here is the entire culture is built on the idea that you are not alone. And that your response to “This sucks” is “How can I help you?” And the idea being that the thing you have to learn is we will take care of each other.

And I began to think about this notion of success is communal. It’s never alone. It’s never solo. And there are people that are going to help you. And then your responsibility is to help someone else. If you have trouble with the IOCT and somebody helps you, but you might be good at math, and you’re going to help them. And that was very different than what I saw in other environments. That’s so very different from what I see often in corporate America. And if you could grab that idea that you are never alone, and your first responsibility is to help someone else versus advance yourself and you make that systemic built in cultural. The other part is the ethic of service.

And we talk a lot about service, and kids should do things for service. There’s another thing when every kid that is there knows that either they, or somebody close to them, or somebody in their unit, may well die in the rendering of that service, And so that creates a context of meaning. That is, I think, very hard to find other places. So you have the service, what you are in service to, what you are willing to sacrifice for, what you might even die for, and those around you and take care of each other. And the acts of love that is I think, a very special and very powerful concoction. And I think it explains a lot of why, at least, I don’t know if it was happier, more meaningful, more, but it was this extra X factor that is palpable.

Tim Ferriss: So I want to make a military leap too. And I am making a bit of a guess, but I think I may be right here. So after 30 years of working research, you have a single map of concepts and a framework now. And if you die tomorrow, that is what you would want people to have and follow. One of the bullets in this consolidated map of concepts is the Stockdale Paradox. Is this Stockdale, the POW?

Jim Collins: Yeah.

Tim Ferriss: โ€”versus a different Stockdale. We don’t have to necessarily start with Stockdale because you mentioned Seneca earlier, my historic reading and leanings, I’m fascinated by Stockdale. So let’s approach this any way you like, we could dive into Stockdale Paradox, or we could begin just by taking a step back and looking at the macro of what is meant by having a single map of concepts after 30 years of work and research.

Jim Collins: Yeah. So here’s what I’d love to do with that. Tim is I actually would love to pick up on just the previous part of our conversation and go into Stockdale. It’s one of the key principles in the map. And I feel in today’s world, by the time people hear this, we’re really in a Stockdale moment. And so I would love for people to hear from me the Stockdale Paradox, if that’s all right with you, it involves a story yeah. So for people who don’t know, Admiral Jim Stockdale was the highest-ranking Naval officer, a military officer in the Hanoi Hilton prisoner of war camp and in North Vietnam. He was shot down in the late 1960s. And he spent seven years in the camp.

And I had the great privilege to be able to get to know Admiral Stockdale a bit, when he was studying stock philosophy across the street at the Hoover Institute, when I was teaching my small business and entrepreneurship class over at the Stanford business school. And in preparation for this walk across campus and lunch that we were going to have, I sat down and read his book In Love And War, which is written in alternating chapters by himself and his wife about his years in the camp. And, now I want you to picture, I’m sitting there in a really nicely paneled, warm Stanford faculty office, looking out at the fog, kind of coming in over the hills and it’s this beautiful setting. And I’m in, I’m comfortable, I’m safe, I’m reading a book. And I found myself starting to feel the sense of despair and feeling depression.

Because as I read the book, I really began to realize the bleakness of the situation. But what really struck me about it is not only could they pull them out and torture him at any time, and they did that, they could keep him in leg irons for extended periods of time. And they did, right? What really struck me was the sense of you had no idea when or how it would end. So it’s not like you walk into the Hanoi Hilton and they give you a slip of paper and say “Your release date is December 31, 1972.” I mean, you have no idea. You don’t know how long you’ll be there. You don’t know what it’s going to be like all the way through it. You don’t know if you will reunite with your family again. There’s no sense of when this might come to an end or if it will come to an end.

And it was that never-ending sense. This justโ€”that struck me as that was hard. And then it dawned on me, I’m feeling this, reading pages in a book, and I know the end of the story. I know he gets out. I know he reunites with his family. I know we’re going to go for a really nice walk on this beautiful campus in just a few days. How on earth did he live it not knowing the end of the story? How did he not capitulate to despair? So I asked him and he said, “Oh, I never capitulated to despair because I never ever wavered in my faith. Not only that I would get out, but I would turn it into the defining event of my life. That in retrospect I would not trade.” So we didn’t say anything for a while. We just walked. He was very comfortable with silence, and we walked and we walked.

Finally I said, “Admiral Stockdale, who didn’t make it out as strong as you?” “Oh, that’s easy. It was the optimists.” I’m kind of confused here. And he said, “Oh, by optimists. I mean, those who said, ‘We’re going to be out by Christmas,’ and Christmas would come and it would go, and ‘We’re going to be out by Easter, and it’s going to come,’ and it would go, and ‘We’re going to be out by Christmas,’ and it would come and it would go. And they suffered from a broken heart.’ And this is what I learned from Admiral Stockdale. This idea you must never, ever confuse the need on the one hand for an unwavering faith that you can, and you will prevail in the end with at the same time and at the same time, the discipline to confront the most brutal facts as they actually are today. And I always had this image of Admiral Stockdale saying, “We’re not going to be out of here by Christmas; deal with it.”

Years later, I was working on the research for what became Good to Great. And I kept noticing those level five leaders we talked about in the last episode, they haven’t had to lead their companies through, often, maybe years of desperate experiences to get to the other side. And they all seem to have that strange duality, this sort of unwavering faith, they would get there in this incredible stoicism to confront the brutal facts. And one day I shared the Stockdale story with the research team and everybody jumped in saying essentially, that’s it. That’s exactly what we’re seeing with these people. And we ended up calling it the Stockdale Paradox. I find whether it’s this COVID time people hopefully, maybe listening to this after COVID time, because I certainly anticipate there will be one.

But we go through Stockdale moments, whether it be like we’re doing on a global basis right now, we are in a Stockdale moment, companies and leaders and entrepreneurs go through Stockdale moments times in our lives that you go through Stockdale moments. Remember, last time we talked about the spreadsheet I keep, where I do the plus one, plus two, zero minus one, minus two calculation of the days, and how you get a minus two day. You can feel like you’re in a really dark hole. Everything is colored by that or part of coming up with that is the idea to basically lend faith that when you look at the data, you see a lot of ones and twos that you can’t see clearly when you’re in the minus two. It was sort of an actualization of living the Stockdale Paradox. You’ve got to confront the fact the day sucked, or this is hard, or I am feeling really down or whatever. And there’s unwavering faith that the plus twos will return.

Tim Ferriss: May I ask you a question about your scoring book?

Jim Collins: Yeah.

Tim Ferriss: Your spreadsheet? Because I don’t think I asked this last time and that is well as a lead in there are many different ways to get to the same average and one approach, let’s just say, and I’m not saying this is the objective, but your goal were to hit a certain average. One way to get there would be to have a consistently plus one, negative one, plus one, negative one, zero, zero, plus one, negative one. Another way to get there would be plus two, negative two, plus two, negative two, zero, and so on. Which of those do you prefer if either, more or less volatility, but if you choose less volatility, you’re getting lower amplitude on the positive days?

Jim Collins: Yeah. That’s a great question. Let me think about that for a minute because I find they come in strings. Okay. There’s a couple of things I’ve observed. For those who didn’t hear that episode, the essence of it is I score this, I track two numbers every day. I track the number of creative hours I got for the day and they have to sum up over a 365-day period. Always have to be above 1,000 creative hours and my self-imposed march is that it has to stay above 1,000 creative hours, every 365 days, every day of the year, for 50 years. Right. That’s the march on the creative side.

Then there’s this other part which is tracking, how did the day feel? Was it a plus two day, plus one, zero, minus one, minus two, and the reason that that’s very important to put it in at the end of the day is, the next day you might feel different. So you got to put it down that day and then start looking for correlations about what correlates with twos and ones and minuses and so forth and I do this every single day.

But as I begin to go back and look at patterns, I find a couple of things. The first is sometimes there are strengths. You might go through two, three weeks that are a lot of plus one plus twos. And the averages are starting to be above one, which is really good by the way. To be above one means there’s twos and ones and not a lot of negatives. And then you might get a string of a week that’s just for whatever reason. And often it’s just, you wake up in the morning and you have that sense of dread and anxiety and you can’t shake it. And it sort of colors everything. I’ve learned how to deal with it by basically preparing for the things in the future.

But you begin to see those and you begin to see that they come in strings. And so, what do I prefer? I just prefer a lot of ones and twos accepting the brutal fact that there are minus ones and minus two. So the reality of life is not a lot of plus twos and not a ton of minus twos, which is why the average is sort of just a little more consistent, but I really love the plus twos. And so if you gave me a choice, would I rather have minus twos and plus twos? Well, that’s really hard to answer. That’s really hard to answer.

One thing I have noticed though, this is just myself. I mean, I’m my own weird idiosyncratic case. So in studying myself, one of the things I’ve noticed is and this is part of what is great about life and self-observation. I can find that I can have minus twos and plus twos right next to each other. It is astounding, sometimes their strengths, right. But sometimes it’s just astounding how you can go have one day where you’re just like, man, if my life was going to be all these minus twos, it’s just not a life I want.

And then the very next day something changes and it’s a plus two and you try to figure out what that is. I can’t always explain it, but it’s incredible. And it’s that notion also, sometimes I’ve even noticed that something starts off feeling like it’s going to be a minus two and you observe that like, man, it’s going to be a minus two a day. No, the day’s not done. The day’s not written. The day’s not over. I have choices I can make. So can I turn this? What’s looking like a minus two a day into at least a plus one or plus two, the day is not written. And I found that you can begin to start changing them.

I’ve learned some of the triggers that cause the negatives. I think comparison. One of my mentors, Michael Ray, had a wonderful line, which is: comparison is the primary stint of modern life. And I find that anytime I find myself in comparison to others as opposed to, “Hey, am I making the backs of the statues as beautiful as I can?” That tends to correlate with minus twos much more. I find that I’m also very sensitive to how other people around me are feeling. And if other people are having minus twos, I might be more likely to have a minus two.

Tim Ferriss: If you don’t mind me digging into the comparison, because I think a lot of people will resonate with comparison, if not as the primary sin of modern life as aโ€”

Jim Collins: That’s Michael Ray’s statement, that’s a good one.

Tim Ferriss: Right. As a predictor or a harbinger of negative two days. Let me ask you first. I mean, the question that I have is, would you be willing to give some examples of how that shows up for you? How are you comparing yourself to other people? Because you strike me as such a unique snowflake, I don’t know who you would compare yourself to exactly. I mean, I’m sure we can always find people. Maybe it’s some incredible 5.14 rock climber. I don’t know. But how does it most often show up for you, comparison, this seduction or this kind of moth to the flame of comparison? And how did it show up for Michael Ray, if you have any idea?

Jim Collins: Michael Ray was a very evolved specimen. I mean, he was an academic professor, professor of marketing, then taught creativity in business class. And I think that in the world of academia with peer review and with the kind of the tenure ladder and all of that, it kind of breeds a sense of comparison.

Tim Ferriss: Totally.

Jim Collins: And where your office is and a whole bunch of other things in a way it’s kind ofโ€”and then Silicon Valley. I mean, if there is Sin City, it’s Silicon Valley in terms of comparison is the primary sin of modern life, right? And Michael dealt with it by very, very deep spiritual practice. That was the way he dealt with it.

Tim Ferriss: What was his spiritual practice?

Jim Collins: He was involved very deeply in a very extensive meditation and studying under, I believe, maybe more than one guru. And he dedicated his life to his own evolution to find what he always described as to get in touch with his real inner essence, as opposed to his external forms. And his life was very guided in that direction.

And I think that for me, sometimes it’s changed over the years. I think when I was younger, it would be these sort of more surface level comparisons. It’s never been like, “Gee, how am I comparing financially? Or how am I comparing…” I actually would rather compare with people being maybe surprised and say, “Oh, you don’t have X and Y and Z.” I kind of like that. “You don’t have windows in your office.” I kind of like those sorts of comparisons. They feel a lot different. Why don’t you have the corner office with all the windows? Exactly. Because there’ll be windows, it’ll be distracting.

We were talking earlier in our earlier one about John McPhee, you can read a John McPhee paragraph and go, “I don’t know if I could ever do that paragraph.”

Tim Ferriss: That’s a really optimistic stance. I just say, “Goddamn, I can’t even imagine ever producing a paragraph like that.”

Jim Collins: Exactly. I think sometimes it’s just these standards that, and then I see people who embody them and you feel inadequate to those. And that’s where some of the comparison comes in. And climbing, that’s great as you get to be 62 or 63, you’re going to lose a comparison with anybody who’s 25, so.

Tim Ferriss: Right, right. Not on the table. What do you do if Michael Ray had his spiritual practice to act as a countervailing force or counterbalance to the very human, I should say, instinct, reflex, evolutionary pre-program tendency to compare? What do you have? What is your pattern interrupt or sort of method for mitigating the tailspin or possibility of that negative two due to comparison?

Jim Collins: Yeah. I’ve learned some very specific things that, again, I’m idiosyncratic to myself, everybody probably has to find their own patterns. And I certainly am not one to prescribe that other people, although after our last session, I guess a bunch of people started spreadsheets and good. I hope they’re helpful to them, but people have to sort of find their own recipe. And that’s what the bug book’s about, right? To begin to observe for yourself as you study yourself like a bug what really works.

For me, I’ve learned a couple of things. The critical thing is to find something very tangible that pivots me to the future and what’s coming next. And so, for example, I’ve learned that if I wake up at 4:00 or 5:00 in the morning, and I know I’m hitting the 20-Minute Rule, and I’m not going to get back to sleep and I can feel thoseโ€”

Tim Ferriss: What is the 20-Minute Rule?

Jim Collins: 20-Minute Rule basically says, if you wake up in the middle of the night and you’re not back to sleep by 20 minutes, you get up and get going.

Tim Ferriss: Get moving.

Jim Collins: And so I follow the 20-Minute Rule and I hit the 20-Minute Rule. I’m like, “There’s no way I’m getting back to sleep. So get up and get going.” But in that 20 minutes, there’s something weird about laying there in bed in the darkness. You can feel those, it’s like a black mist sort of coming in, and all of a sudden, you’re thinking about something that’s whether it’s comparison or comparison to something to a standard, you could have done better or whatever.

Here’s what I’ve learned. Just even this last weekend, as I was preparing for our conversation, I have found that one of the best things to do is to throw myself into creative preparation for something that’s coming up and to go into the preparation bubble. And the reason for that is simple. There’s nothing to compare to at all. There’s nothing to be judgmental of. They haven’t happened yet, right. They’re all in the future. And all your energy goes from looking backward or looking to the side or any of that and all of that just all of a sudden becomes this energy. You roll out of bed, go right to the desk and then immediately pop up and say, “What have I got coming up I need to prepare for?”

So, “Hey, I’m going to be talking with Tim. I better be thinking about what did we talk about last time? What could be different this time? Man, I should probably go back and revisit The 4-Hour Workweek.” All of a sudden, this generation of I’m preparing, I’m preparing, I’m looking forward. I’m on the balls of my feet. I’m creating. It all goes away.

And I have a little thing on my iPhone, which because I have my to-dos like everybody else, and I also have my stop-dos online, I have a thing called prep, and prep is always in bold. And so whenever I’m in that point, I immediately go to the bold line that’s called prep. And I say, “What can I prepare for?” That also applies if I go into my research. But, again, that’s for ideas that have yet to happen. I can’t judge the ideas. They’re not there yet.

Tim Ferriss: What do you use to contain your to-dos, stop-dos, and prep-dos notes? Do you use a different application? Where do those things live?

Jim Collins: I am a, and people in our little system here know this, I’m a fanatic for simplicity. I’m not always so good at it, but I’m a fanatic for simplicity. I don’t like really complicatedโ€”I’m sorry to app makers and all that. I apologize to you. So how do I keep my to-dos? I use the Notes app on my iPhone and which also carries over to my iPad. And I have two versions of it. There’s the beginning of every year you sit down and you do your sets of threes, right? Top three things to get done this year, write them down. Top three things to stop doing or reduce significantly this year. it has to balance. Three for three. And if you have more than three in your top set, you don’t have any priorities. Truly.

Tim Ferriss: Yeah.

Jim Collins: And then you go down to top three, what I call supporting objectives. So for example, I might have a top objective, redesign the Socratic Process. I might have a supporting objective, which is create a new table for the space, right? Something that’s supportive, but again, only three and they’re supporting the big ones. But they have to be in support of. And then there’ll be other threes. I actually have one, top three fun, right. I’m really trying on that, right. It’s one of the hard ones for me. So you do that. And so I have those over there on one thing and you go back and you constantly, and at the end of the year, you grade yourself, right. And you don’t grade yourself. You don’t get to change it. You have to grade yourself on every one of those at the end of the year. A, B, C, D, E, F, you can use minuses and pluses if you want. And you grade yourself relative to exactly what you said you were going to focus on for the year.

Now, something may happen. You might get sick and have to deal with that or whatever, but you grade yourself. And you go to that and it’s on a simple note, it’s just a simple white little memo pad, right. And then you have your, what’s sort of going on, which is the long list. Every time you think of something you need to do, you just add it to, it’s a memo note. That’s all it is. But the critical step and you wrote about this. You’re really good at this, Tim.

When you sit down, you do the very thing that you wrote about or think in The 4-Hour Workweek. And I found it very, very helpful. Sit down and you just look at that list and you say, “Okay, what are the two, maybe three things today that…” And maybe either one of them, right.

This is today. And sometimes it can be simply as today is a day that if I didn’t have fun, it’s a failure, right, because it’s going to be a fun day or whatever. But then here’s the little trick I’ve learned. There’s all the other to-dos and they might go on for hundreds of things, just so someday you don’t always forget about them. I like to hit return enough times that when you open the memo, which you always have key so it can open up instantaneously. When you open the memo, all the ones below those top three are off the screen. And they’re there, right, but they’re purposely hidden. And it’s simple. It’s just simple. For date things, I use the thing on the iPhone which is they’re simple reminders saying, “We could have all these powerful apps for tracking contacts and stuff like that or things that we have to prepare for.” I’m like, “Why don’t we just use an Excel spreadsheet or a Word document?” I just think the critical thing is if you don’t have the discipline, no app is going to make you disciplined.

Tim Ferriss: Speaking of discipline, what are some examples of things on your stop-do list?

Jim Collins: Well, I think one of the biggest ones on my stop-do list and I give myself so far, used to be you always want to grade your arising. One is, don’t hit send.

Tim Ferriss: What does that mean?

Jim Collins: One of the things I learned from another wonderful mentor, a fellow named Irv Grousbeck. You can always say something you haven’t said. You can never unsay something you’ve said. It’s very simple thing, but I never draft an email response in an email app. I never draft an important text in the text app because you might hit send. And sometimes it’s a matter of when you hit send. So I thought about the shock that hits my system. If I’m up at 4:00 in the morning and something occurs to me and I text and email people on my team at 4:00 in the morning. First of all, they don’t need to know about it at 4:00 in the morning. At 8:00, I might not even think it’s that important because it just was according to me at 4:00 in the morning. And I’ve shocked their life. This is completely unhelpful. I don’t put it in an app, I just type it out. And I would say about somewhere between a half and two thirds of my correspondence, I never sent.

Tim Ferriss: Wow. That’s amazing.

Jim Collins: Partly because I like a conversation if I can have that. And one thing I’ve really observed with really effective people, like I’ll never forget I would every once in a while in a couple of the conversations thatโ€”well, I’ve actually had this with multiple people, really remarkable people. I’ve noticed that they often see the purpose of email is to trigger a conversation by voice. Dear Jim, can we chat?

Tim Ferriss: How do you feel about that?

Jim Collins: Oh, about “Dear Jim, can we chat”?

Tim Ferriss: Yeah.

Jim Collins: Well, I’m reclusive so often, that’sโ€”but if it’s the right person, I mean, there are things that can happen by voice and conversation that can never happen. Imagine having this conversation by email.

Tim Ferriss: Right. Harder.

Jim Collins: It’d be really, really hard to do. So another thing is I have travel is at least on a scholarly. Right now, I would have stopped doing, but I ideally would love it to be almost permanently stop doing. Travel for other than fun. Those are some that are really I’m still very much working on. But when in doubt, don’t hit send.

Tim Ferriss: If we return to the consolidated map of concepts, this map of concepts and a framework after 30 years, there are many that we could talk about and you can feel free to go off menu with what I’m going to mention. But I would love to hear more about the genius of the AND or clock building, not time telling.

Jim Collins: Okay, great.

Tim Ferriss: But you can choose option C if there’s another one you think would be more fun to explore.

Jim Collins: Right. So, let me zoom out for a moment about this map. And then I’ll pop into a couple of comments about that. So first of all, what is the map?

Starting way back when I first started teaching the entrepreneurship and small business class. And just as an aside, by the way, a lot of people think that my work has been about big companies because the companies that were in the research were huge companies by the time we pick them up to study them. And that’s where the data was because they were publicly traded companies. But we always studied them back to when they were startups.

So I was interested in Disney when Disney was doing a first cartoon. I was interested in how Amgen went from a startup into finally stumbling upon what would become EPO. I was interested in Intel when it had three people and Southwest Airlines when it had three airplanes then. For me, I’ve always had my main interest and passion has been ultimately for the entrepreneur and the entrepreneur who I would like to challenge with beyond part of the entrepreneurship part, which is to basically take the idea of, okay, now that you have a successful business, can you make the journey from there to build, turn it into a truly enduring great company?

I mean, if you’re going to do it, why don’t you try to create one of the companies that can last, that’s worthy of lasting, that can change the world, that can go on and continue to do that for generations and can serve as a role model for others. If you can do that, why don’t you do that, right? Or at least why don’t you think about doing that? That was always sort of the frame and you get companies when they’re young and when they’re small because it’s like getting them when they’re really, really still in the early parenting stage. And it’s easier to turn a small business or an entrepreneurial company into a great company than it is to try to change a giant mediocrity down the road into a great company. So get it right early.

That’s where all this work began. And I started thinking about how would we do that? And that’s what led to the research. And last time we talked about the research method, comparative analysis and historical analysis, and all the things that we do that go back to how I learned how to do this research with Jerry Porras. And we applied it first in Built to Last, and it wasn’t about big. It was about how the small became the lasting and visionary. The others did not. And each study was, I kind of think of it as it wasn’t a series of four books.

It wasn’t like the Built to Last and then Good to Great and then How the Mighty Fall and then Great by Choice. It was actually one giant study that came out in installment. And each study was looking at the question of what it takes to build a truly great company, superior results, distinctive impact, lasting endurance, a truly great company. And after 30 years, I thought to myself, now that I’m moving on to new questions, right.

After this conversation, Tim, I’m going to be heading off and doโ€”the next time we talk, hopefully, I’ll be emerging from the cave with perspectives on these new questions. At midpoint of my career, at 62 as I think of it, moving on to new stuff, I wanted to consolidate all of our work into something that could fit on a single whiteboard, 30 years of research on a single whiteboard. And so I thought I’m going to give people a map. If you did 30 years of research, rigorously figuring out what makes great companies tick and you wanted to hand it to an entrepreneur and say, “Follow this. Here’s the map.” What would it look like? Hence the map and then Beyond Entrepreneurship 2.0, I’ve written a whole chapter on what the map is, consolidates all that work.

It unfolds in these stages ofโ€”stage one’s about disciplined people. So your level five leaders, right, people on the bus, all those, and stage two’s about disciplined thought, the genius of the AND and the Stockdale Paradox, which we talked about earlier. The Hedgehog Concept, which we talked about in the previous session together. Stage three is all about disciplined action, which begins with the Flywheel, which we spent a lot of time on the last episode on. And then executing on the Flywheel with the fanatic 20-mile march minus my thousand creative hours but companies can have them too.

And then renewing and extending that Flywheel with firing bullets then cannonballs to get calibration and then placing very calibrated big bets that extend that Flywheel. Leading to stage four, which is building greatness to last, which is Productive Paranoia. You’ve got to stay alive and stay out of the stages of decline. Shift from being a time teller to a clock builder, because if you’re just a time teller, everything falls apart when you go away, so you’ve got to build a clock. And then finally, the real deep secret of Preserve the Core/Stimulate Progress, allowing you to achieve BHAG after BHAG after BHAG. Those are all the inputs.

Tim Ferriss: BHAG, for people that don’t know being big, hairy, audacious goals.

Jim Collins: Big, hairy, audacious goals. And it’s funny, there’s a long story about how that came about. We eventually embraced the big and the hairy and the audacious just a way to stimulate progress and great companies in history, many of them, have used BHAGs very artfully to stimulate progress. And then there’s finally in the map, one principle that multiplies all the others, which is the principle of return on luck. And that was the piece of analysis that Morten Hansen and I did that I’m very, very proud of because we’re able to define and quantify the variable of luck and then to ask rigorously systematically, what role does it play, what role does it not play, and how should you think about it when you really look at the long course of things.

You add all those principles up, they can fit on a single whiteboard. They’re the inputs. They unfold in those sequence. If I disappeared tomorrow, I would love to be able to say to anybody who’s started a company or a business say, I want it to be a great company, take the map, follow the map. I’m gone but the map is here. And that’s what that’s all about.

In terms of the genius at the and, one of the things we found is that those who really build enduring great companies, and may be great companies even that just for a period of time, but get these extraordinary things going, they reject the tyranny of the or and they embrace the genius at the and. And so we found this real ability to live with both sides of ands all the time. When somebody says creativity or discipline, they say and, innovation or execution, they say and. They say values or results, they say and. And one of the big ones is purpose and profit.

We live in this time wheneverโ€”it’s like we’ve discovered purpose again, as if this is a new discovery. But Jerry and I found in our research 25 years ago, one of the main findings of Built to Last was that the visionary companies have always been more driven by purpose than their mediocre also runs in our comparative analysis. And they were more successful as businesses. So this notion of purpose over profits isn’t quite right.

Tim Ferriss: Could you give an example of a paragon in your mind, a company that really exemplifies that combination?

Tim Ferriss: How about one that is lesser known or that might not be recognizable to everyone listening?

Jim Collins: Well, I think one that people would maybe really identify with is Patagonia and Yvon Chouinard. So people would know it, but the great story of how Yvon Chouinard grew up in rock climbing and mountaineering, and he had this belief that a company should be a tool for changing people’s behavior that would have a positive impact. And I remember back in 1972-ish, I got the Chouinard catalog and it was a manifesto for clean climbing. And back then we used to bash pitons into the rock. And Yvon comes along and says, “If we keep bashing pitons into the rock as more and more people climb, we’re going to just leave these ugly scars.” And he had a picture in there, if I remember right, of a thing called Serenity Crack in Yosemite, which basically used to be this beautiful thin seam that was just marred and mangled with piton holes. And Yvon said, “This is wrong.”

So his purpose was he was going to change the climbing community, to be that role model and tool for social change, which is really kind of the purpose, right. Change the climbing community. Make it more sustainable of what we were doing. And he was going to issue a manifesto to that effect and the catalog was a manifesto. I still have it. I still have that manifesto catalog.

Tim Ferriss: No kidding.

Jim Collins: Yup. And then he put that out to the world to educate us about what we were doing, trying to get us to change our behavior. And you got to remember when a piton feels really secure and you’re saying, take this little tiny piece of aluminum that I’ve attached to this webbing and slide in and it’s dead. And you’re thinking, “Man, I don’t want to hit a ledge.” It’s like, “No, we have to do this. These will be safe. Let me show you.”

He then provided the solution and basically said, “I’m going to give you the answers. I’m going to give you the eccentrics and the stoppers and all the products that we could use and trust,” and then made them. Said, “Don’t buy the old products, buy these new ones because they will be better.” And essentially led us through with his company as the catalyst for doing it into a revolution with other climbers who were calling for this too. But he provided this great solution to be a role model for and a tool for social change in the climbing community, which then later has become larger for them in the way that they do all of the things that they do. And the power of it is Patagonia is an incredibly successful business. And its purpose all the way along and profit. And this goes back decades and is alive today. And Kristine McDivitt who built the company with him, that was the whole thing, we have to do the and. We have to do the and. We have to do the and.

Tim Ferriss: I’m so glad that you brought up Patagonia. I have traveled with Yvon Chouinard’s book Let My People Go Surfing since it was initially published. I’ve had a copy of that book that has traveled with me for however long it’s been, 20 years, 20 plus years, and they just do a phenomenal job. I actually have literally a Spanish Paprika Mackerel from Patagonia Provisions in front of me. And I become fascinated with the work that they’re doing from a sort of biological/ecological perspective on sustainability, sustainable agriculture and utilizing what we might consider bait, utilizing what we might consider the precursors of food like seeds in a really thoughtful and intelligent way, which exemplifies the and, like you said.

Jim Collins: And what I think is really the thing I would really emphasize is there’s nothing trendy about this. So Jerry and I found way back in Built to Last, going way back to companies, some of them founded back in the 1800s that this notion of we have a reason for existence that is not defined in terms of maximizing wealth for the owners. And we have incredible discipline to be an incredibly profitable, successful, growing, sustainable business. And we found that in our research and then you see a company like Patagonia, there’s nothing about it that is new. There’s new ways of doing it, but it’s been there since the beginning. And this idea that somehow companies should go out and like, you don’t bolt on a purpose. You don’t say, “You know I read we should have a purpose, so I guess let’s go get one.” It doesn’t work like that. It has to be this inner purpose that you have always had. And it’s far better to never say you have a purpose if you don’t than to inauthentically proclaim one.

Tim Ferriss: So I still have 7,000 pages of notes and prompts and questions that we could spend another seven hours on. I think we should probably bring round two to a close and put a bow on it in about, say 15 to 20 minutes.

Jim Collins: Sure.

Tim Ferriss: What do you think would be fun or important or fun and important to cover? I mean, I have questions about, of course, the clock building, not time telling. I have questions about other mentors of yours. I don’t know if this is a single named person like Madonna, I’m probably missing that one, Rochelle, if you had 10 years to live, what would you stop doing? There’s so many things that we could talk about. What would you like to talk about or what do you think would make sense?

Jim Collins: Oh, it’s funny, Tim. I was really a little bit worried and hesitant about doing another conversation with you because you did such a great job last time and we covered so much material I thought we’re going to have nothing to talk about.

Tim Ferriss: Surprise.

Jim Collins: If I think about a few things that might be really fun and or maybe useful to people, but fun. Maybe if you and I have fun, that’s where we’ll have the best use of our time here.

Tim Ferriss: Let’s do it.

Jim Collins: Let me ask you, what would you go to for fun? I have a couple of thoughts. I’m trying to think what would be really, maybe people would be “Oh, I haven’t heard Tim talk about that much before,” or, “That’s interesting.” What [crosstalk 02:18:31]?

Tim Ferriss: Yeah, I mean what I’m being pulled to particularly given some experiences in the last few weeks, is a tremendous pull towards simplification. And I think that is why the thought exercise of asking the question, “If you had 10 years to live, what would you stop doing?” is pulling my eye. My eye keeps getting pulled to that. Maybe that’s my version of fun. I’m not sure if that would beโ€”

Jim Collins: [crosstalk 02:19:02] the clock-building and time-telling.

Tim Ferriss: I am.

Jim Collins: Yeah.

Tim Ferriss: Yeah.

Jim Collins: So I think we could easily do both of those if you’d like.

Tim Ferriss: Let’s do it.

Jim Collins: Yeah.

Tim Ferriss: Yeah. Let’s tackle it.

Jim Collins: So we talked earlier about you’ve got the map, the stages, and then you get to the fourth stage about building greatness to last. And in that, it’s one of a key idea that, again, it was Jerry Porras and myself together working on what became Built to Last where this idea came out.

And so first of all, just kind of picture that there’s a town square and there’s this amazing time teller, right? They could come in at any time of day or night and look up at the stars and the moon and the sky and go tell you exactly what time it is. They could tell you it’s 12:13 and 22 seconds in the morning on such and such a date. I mean, they’re an incredible time teller and you don’t need a clock because you got the time teller. And one day that time teller goes away. The time teller dies, or the time teller decides to move to another town or whatever. Now, all of a sudden, no one knows what time it is.

And what we found is when we go back to the early stages. Now, this is very much about the entrepreneurial side of things. Go back to the very early stages of companies that became the enduring great companies. So Disney is an entrepreneur, David Packard is an entrepreneur, Tom Watson, Sr. is an entrepreneur, George Rathmann is an entrepreneur, Herb Kelleher is an entrepreneur, right? You go back to, we could just go through the long list of them. R. W. Johnson, J. Willard Marriott, Paul Galvin. They were all entrepreneurs, right, at some point. What happens?

Well, at some point, they, very early in their journey or relatively early in the journey, they said, “I don’t want to be a time teller, that everything depends upon me to tell the time. I don’t want to be that visionary founder that everything depends upon me. I want to build a clock that could tell the time even if I’m not here. And I’m going to start the process of thinking about that relatively early, whether that be there’s a whole bunch of different things that one could put in the clock.”

But I think that it was a temperament that they had, that they understood that they had to make a shift away from doing more time telling. And most entrepreneurs are good time tellers, right? They recognize it’s time for X.

But to shift to building a company means I’ve got to become the clock builder and that involves all the things we write about: picking your people and building your systems and nurturing your culture and building great mechanisms and a whole bunch of other things like that. You build the clock.

And sometimes it’s better to start clock building when it’s relatively early. Anne Bakar, who’s just one of the great leaders I’ve gotten to know at Telecare. When she took over her father’s company, he had died of an adverse medical event and she all of a sudden had the company on her shoulders. One of the first things she did was to sit down and say, “What are the basic things we’re going to build this on so that instead of really relying upon my father anymore to be here, we as a company can carry on what he was all about? And that means I have to really build the clock.” And of course, that’s when the company really began to take off and for the next 30 years it’s been an incredible run.

So I encourage all entrepreneurs. Now, there’s one thing I want to highlight here. There’s this, maybe it’s not as much of a myth today, I don’t know. You would know better than I do. But there’s this myth that there are these things called entrepreneurs that have kind of an entrepreneurial temperament, and they’re really good for starting companies. And they’re really good at like they’re kind of these, not necessarily even crazy people. They can be very disciplined people, but they are the starters and their natural temperament is that they should be starting things.

And then you have a different temperament, almost like a different species, which are those who built the company. And at some times for some of these entrepreneurs, and some of you might be listening to this right now, people around you like your board or folks around you say, “The company’s outgrowing you. It’s now time for you to think about maybe you should really hand this off to somebody who could take it to a different level.”

And I encourage in the strongest possible terms that any entrepreneur that faces that conversation to look in the mirror and ask yourself the question, “What choice do I want to make?” Because what you find in the research is that almost all of the great entrepreneurs we studied became the great builders of their companies. Disney built Disney. David Packard and Bill Hewlett built HP. Jeff Bezos is building Amazon. Bill Gates built Microsoft, right? The entrepreneur becomes the builder. The average tenure in harness of the founding shapers of the companies that became the great companies is about 36 years.

Tim Ferriss: Hmm. Wow.

Jim Collins: Now you might choose that you just want to go start something else. That’s fine, but don’t ever let anybody tell you you can’t choose to be the other. So, Rochelle.

Tim Ferriss: Yeah. Who is Rochelle?

Jim Collins: I got to share with you this story and this image of Rochelle. I met Rochelle in 1982, and  Michael Rays, we talked about him earlier, Michael Ray’s course on Creativity In Business. And she co-taught the course with him. Now you’ve got to imagine you could meet somebody that is a cross between Socrates and Yoda.

Tim Ferriss: Handsome. Good looking.

Jim Collins: And Rochelle. Rochelle was just, she was just this really wise and she was all about five foot. And so we all come into the class the first day, and we’re sitting there. We’re buzzing after the summer and what we did or whatever and there was this five foot tall, very serene looking woman in this flowing, muumuu thing, standing in front of the class. She just stood there and just waited for us to quiet down. And eventually we realized we should be quiet. And all of a sudden, Rochelle says in this very quiet voice, “You are about to embark on a 10 week journey to discover your deepest inner essence.”

At which point I began thinking about what corporate finance class I could take instead. So I’m thinking, “Man, I don’t know about this.” You have to remember, I’m a math guy. I love stats. I love quantifying things, all this stuff. So I go home and Joanne says to me, “So how are your classes?” And talk about this one Jim Van Horne finance class and whatever. I said, “But I have this other thing. I think I’m going to drop it.” I told her this story and Joanne looks at me and she says, “Oh, this would be really good for you.”

So I stayed in the class and Rochelle became one of the great guides in my life. And she’s the one who I think taught me about questions because I used to go and meet with Rochelle and she would sit and she would always begin with the same question every time. She has a little whiteboard and she would write on the whiteboard the date, and she would say, “It is November 23rd, 2020. What would you like to get clear about today?” And then she went through a series of questions. You realized that you’d ask her a question to try to get clear on, but what she was trying to do is to get you clear on you, who you are, what you are, what’s inside you, not like what you should do for a job choice, right? And she just knew how to ask the right questions, right? That was the power of her questions.

Tim Ferriss: Is her last name Myers?

Jim Collins: Myers.

Tim Ferriss: Myers.

Jim Collins: Rochelle Myers. And at one point she gave me a question which was, I can’t remember if this was five years or 10. I think 10’s a little more useful of a number, but it could work with five. Essentially, along the lines of if you woke up tomorrow morning and you discovered absolutely you have only 10 years to live, what would you stop doing? First thing is I went home, I wrote down “Quit my job.” This was before I was teaching at Stanford. I was like, “I don’t want to do this. I’m not cut out to be in a regular job.”

And what Rochelle taught me with that question is someday that 10 years or five years is going to be true. You just don’t know when. I might already be in the 10. Hopefully not. I’m hoping I’m midway in my career, but you never know. And she said, “You should be asking yourself all the time, ‘Hey, if you knew you only had 10 years or you knew you only had five years, now what would you do? First, what would you stop doing?'”

And I started using that as like a little guidance mechanism. She was also the one that taught me about bug books and stuff like that. And you just start going through every day like, “If I have 10 years, would I do this? If I had five years, would I do this?” Because the truth is it’s all short. That’s just one of the lessons of Bill’s life, right? It’s short, goes by in a vanish; any sense of historical perspective and it accelerates.

And I used to walk into my class at Stanford influenced by Rochelle to my students. And one day I would walk in, I would just say, “Everybody take out a blank sheet of paper.” And I’d say, “I want you to write down what would you stop doing if you discovered you only have a short time to live?” So everybody’s writing their notes down. And this, before I went to the numbers board. I love the numbers board. So it was one day before the numbers board. And then I didn’t comment on it other than to say one thing before we went into the numbers board. I said, “Oh, and now for all of us, that’s true. We all have only a short time to live.”

Tim Ferriss: Did you personally still revisit that question, or do you feel like you’ve already culled the herd of activities to the point where you’re doing exactly what you would like to be doing? Are there things that would still be on your stop doing list if you went through that exercise?

Jim Collins: I continue to, I wish I could pull out my, I left my phone in the other room so it wouldn’t ding on us. I’m pretty sure that my theme, I usually do a theme for every year at the top of that list of the threes, three primaries, three stop doings, et cetera. I’m pretty sure I set for the theme for this year because it comes back periodically, only 10 years to live. And I try to go back to it because the truth is you get pulled in lots of different directions. I can say with complete equanimity, Tim, that if I knew I only had 10 years to live, we would be having this conversation.

And I don’t know. I think when you start getting into one to two years, things change because you got to tie a lot of life. But if you can basically get to the end of every week and say, “If I had 10 years to live, it’s still pretty good choices in my life.” My life is composed of things. There’s not a lot on the stop doing list. There are some things that you can’t stop doing because it’s reality.

Tim Ferriss: Flossing.

Jim Collins: Right.

Tim Ferriss: Flossing.

Jim Collins: But flossing is better if you have a really, really good course on how the brain works to watch.

Tim Ferriss: That’s true.

Jim Collins: [inaudible 02:32:23] I was standing there flossing while watching this course on how the brain works and I couldn’t help myself thinking, “I wonder what my brain is doing with this.”

Tim Ferriss: Yeah, that’s a really, really valuable prompt. And I think COVID has really brought that to the fore the fragility, the fragility and impermanence of life. And I’ve had some people close to me, I’ve had relatives, close immediate relatives of my girlfriend pass from COVID-related complications. It’s been a good reminder to revisit mortality or at least the awareness that time is limited. And I, too, would be having this conversation.

And you alluded to a question very early on that I like to ask, which was on my list of unasked for round two, which was the billboard.

Jim Collins: Yeah.

Tim Ferriss: And so here we go, metaphorically speaking, you have a billboard to get a message, a quote, a question, anything you like to billions of people. Let’s just assume they all are able to speak the same language, understand the same language. What might you put on that billboard? Doesn’t have to be one thing, but what might you put on it?

Jim Collins: How have you changed the lives of others?

Tim Ferriss: Hmm.

Jim Collins: And I come back to Bill. We could talk about all of his accomplishments and his board seats and how he became a chaired professor at the law school. And he was the first ever holder of the Charles and Nancy Munger chair. First studied business and law at Stanford Law School, an incredibly accomplished career.

But what is really great about Bill is he changed the lives of others. And I think that’s a really good measure. It doesn’t have to be a lot of people. It doesn’t have to be that you change millions of lives. I don’t think of it that way. It’s not scale. Bill did change a lot of lives. But are some people’s lives that are different because you were here?

Tim Ferriss: I think that is an excellent question to let linger, to end on. I think that is an excellent place to stop.

Jim Collins: Yeah.

Tim Ferriss: Jim, people can find you at jimcollins.com. The new book, which I encourage people to check out is Beyond Entrepreneurship 2.0, subtitled Turning Your Business Into An Enduring Great Company, which certainly expands upon a lot of the things that we’ve discussed.

I find you always to be a skilled and enjoyable, conversational tennis partner or dance partner if jazz improv. It’s always so much fun. And is there anything else that you would like to say, suggest, request, put out into the ether for listeners? Anything at all that you’d like to share before we come to a close?

Jim Collins: Well, I’m just looking here at our list and I just am so tickled at how we did have a lot beyond part one to, of course, flip out and I truly was worried as like, what are we going to talk about? That was so rich last time.

Tim Ferriss: We have enough left in front of me to do a round three easily.

Jim Collins: No, I think as always, we went through in a, it seems circuitous, but actually the linear line has been the curiosity in the conversation. And I love that there are some questions where I still want to think about my answers. I’m not a hundred percent like which do I prefer? That’s a great question actually. I’m going to [inaudible 02:36:45] my spreadsheet. Which do I prefer? I just prefer a lot of plus twos. I would really like that.

Tim Ferriss: Yeah. Yeah.

Jim Collins: For me, I guess here’s what I would leave for people is if I have a hope for a lot of you, I’m sure I hope some of you start to build great companies and that’s a great use of a life. I think it’s a very noble thing to build a great company. I think it’s as noble as anything else you can do in life. It really contributes and adds not only economic wealth, but it changes people’s lives and provides a great place for people and so forth. I think that is noble. I hope some of you will take up on doing that.

But whatever you do in your life, if I could wish something for all of you, it’s that you would find people like Rochelle Myers, Bill Lazier, Peter Drucker, Jim Stockdale, Ed Zschau, the people who can shape you. And when you find those mentors, make good on it. And then do it for others. But I feel such deep, deep gratitude for what they have done for me. And I truly wish that everybody got the benefit of that abundance and generosity that a great mentor does for you. It would be very impoverished to not have that.

Tim Ferriss: And the mentors are out there.

Jim Collins: They are.

Tim Ferriss: They’re constitutionally predisposed to look for that energetic exchange or the circulating of the gift, if that makes any sense, right?

Jim Collins: Exactly.

Tim Ferriss: I mean, they are hardwired just as any other organism might be for something to sort of serve that incredible function of mentor. So they are out there.

Jim Collins: They are out there. But make sure that you have the privilege of having a great mentor. It’s a relationship. It’s not a transaction. They’re not there to open doors or any of that. They’re there to mentor.

Tim Ferriss: Yeah. And show up at 8:00, not 8:00 and four seconds. So Jim, one last cliffhanger request if you would indulge me and maybe we can keep this short. I know you don’t yet have answers to share, but can you share the next big question that you’re working on?

Jim Collins: Yeah. I’m really puzzling out how I want to share it exactly. I don’t know the answers. I’m about five years into the research and the signature of it will be the research because that’s all I have to offer ultimately is something that’s research-based if I do it right. John Gardner, another one of my mentors, I didn’t get to spend enough time with him, but he’s the one that had this marvelous belief that not to try to be interesting, you should seek to be interested. And John wrote a marvelous book in 1962 by the title of Self-Renewal. And I went down the hall to John and I said, “I’d like to do research on this,” because John believed one of the greatest costs to the world is the failure to self-renew. The failure of nations to self-renew, the failure of societies, failure of organizations and institutions and companies, and ultimately the failure of individuals to self-renew.

And I had said I wanted to do research on it and he kindly gave me a lot of time. I still have all my notes from that, but he suggested I wait because it will take decades to do my great companies work. I was probably not old enough to understand it. And so I waited and about five years ago, I started a project and I finally figured out how to do it. And it asks a very simple question which is what’s going to ultimately be the map. I just was going to take a long time to get to what the map is of what is the map to self-renewal and not as episodes, but over the arc of an entire life.

And why do some people remain so spectacularly renewed over the long course of a life that maybe in others might not. And what are the real ingredients in that? And I’m taking a very research-based approach to it. I can’t share what the method is. It’s kind of like the Coke recipe, so it’s the most exciting stuff I’ve worked on in a really, really long time.

I will share with you one question, though, and I’ll leave all of your listeners with this question because I do know one question. It’s like it’s so far I have questions more than answers but I know one of the questions. One of the key questions about renewal is ultimately going to be, are you going to be the kind of person who renews within a primary form, a primary art form in your life? Whether that be business or writing or music or theater or whatever it is that is your art form, politics, right? Or are you going to be somebody that is going to renew as your primary mechanism all the course of a life by changing your art forms?

So, if you take John McPhee. I just heard that wonderful interview with him. I think it was on NPR called the Old Man Project and he’s in this race to get as many of his ideas out as he can. He’s just renewed his effort, right? But he is renewal within a single art form. And it’s a spectacular path of renewal that started early and ran forever. But you could take other people who renew by changing their art forms sometimes because it’s imposed upon them. Katharine Graham, one of the great heroes in my mind. Being a CEO wasn’t her art form, but because of the way The Post unfolded and the suicide of her husband, she had it on her shoulders and she chose to renew into a different art form to become a great CEO.

And I think one of the great questions all of us have to wrestle with because we’re different bugs if you will. But one of the great wisdom questions is to remain renewed over the entire arc of a life, I mean, like until you’re out and done. Are you going to be variations on a theme or are you going to be different themes? And that was one of the crux questions.

I will have answers for how you think about that. I don’t know yet. And I can’t wait. I have to go in the cave once I get BE 2.0 out so I can help Bill come to the world. I’m going to be in the cave. Think of me happily without windows, figuring this out. So, how’s that for…?

Tim Ferriss: I love that question. I love that question. Variations on a theme or different games altogether. It makes me think of being Mario Andretti and lane shifting or being a shapeshifter, right?

Jim Collins: Yep, yep. And I think it’s one of the wisdom questions, because it’s not like there are smart answers to this. There are wise answers. And I am trying to and I’m going to really want to understand, and this is the beauty of looking over the entire arc of people’s lives done in a rigorously selected set to try to unpack this. And it is the most fun and interesting, engaging and exhausting piece of research I’ve been in for a long, long time. I really, really hope, if I have only 10 years, I hope I can get it done. If I really have enough time to get it done.

Tim Ferriss: Well, I mean, if The Power Broker can get written, if the Lyndon B. Johnson volumes can be compiled, I have great confidence in you. And Jim, this is always so much fun. Perhaps we’ll have a round three at some point. We certainly have no lack of material.

Jim Collins: And by then, I might have material on renewal to say. But anyway, I’m just looking at the notes here and it says most important, Tim, let’s have fun. Have we accomplished said goal? Yeah.

Tim Ferriss: Yes. At least I can speak for myself. I had fun.

Jim Collins: Absolutely, me, too.

Tim Ferriss: And what a joy to be able to spend time together again. I really appreciate you making the time. And I really look forward to seeing what Beyond Entrepreneurship 2.0 does in the world and the extension of your mentor’s legacy and to see the ripple effects that that will have as it’s transmitted in written form to probably millions more by extension. And congratulations.

Jim Collins: Thank you.

Tim Ferriss: It’s very exciting.

Jim Collins: In the end, it’s about Bill. So, that’s what I am very excited about. I appreciate you helping me bring Bill to the world. So Tim, you go and put some butter on something. I don’t really feel I can do a lot of it. I will do the same.

Tim Ferriss: That is on my top three to-dos for 2021 is put butter on everything. The theme is fun and self-renewal. And Jim, well thank you so much for spending so much time today. And for everyone listening, as usual, you can find links to everything that has been mentioned from the Old Man Project, which was dropped as a gem at the end, a little Easter egg, to the new book, to everything in between in the show notes at tim.blog/podcast, just search Jim Collins and it will pop right up. And until next timeโ€”

Jim Collins: Until next time, my friend, take care.

Tim Ferriss: Put some butter on some waffles.

Jim Collins: All right.

Tim Ferriss: Thanks for listening.

Jim Collins: Bye-bye.

Daniel Ek, CEO of Spotify โ€” Habits, Systems and Mental Models for Top Performance (#484)

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We believe that speed of iteration beats quality of iteration, which is why we’re not big on bureaucracy.

โ€” Daniel Ek

Daniel Ek (@eldsjal) is the founder, chief executive officer, and chairman of the board of directors of Spotify, the worldโ€™s most popular audio streaming subscription service, with 320M users, including 144M subscribers, across 92 markets.

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Jim Collins on The Value of Small Gestures, Unseen Sources of Power, and More (#483)

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Jim Collins (jimcollins.com) is a student and teacher of what makes great companies tick and a Socratic advisor to leaders in the business and social sectors. Having invested more than a quarter-century in rigorous research, he has authored or co-authored six books that have sold in total more than 10 million copies worldwide. They include Good to Great, the #1 bestseller that examines why some companies make the leap to superior results, and its companion work Good to Great and the Social Sectors; the enduring classic Built to Last, which explores how some leaders build companies that remain visionary for generations; How the Mighty Fall, which delves into how once-great companies can self-destruct; and Great by Choice, which is about thriving in chaosโ€”why some do and others don’t.

And now heโ€™s updating his debut book, Beyond Entrepreneurship, for the twenty-first century. Beyond Entrepreneurship 2.0: Turning Your Business into an Enduring Great Company is now available.

Please enjoy this round two with Jim Collins! (And if you haven’t already, make sure to check out round one here.)

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This episode is brought to you by Wealthfront! Wealthfront is a financial services platform that offers services to help you save and invest your money. Right now, you can earn 4.00% APYโ€”thatโ€™s the Annual Percentage Yieldโ€”with the Wealthfront Brokerage Cash Accoount. Thatโ€™s nearly 10x more interest than if you left your money in a savings account at the average bank, with savings rates at 0.42%, according to FDIC.gov, as of 05/19/2025. It takes just a few minutes to sign up, and then youโ€™ll immediately start earning 4.00% APY from program  banks on your uninvested cash. And when new clients open an account today, theyโ€™ll get an extra $50 bonus with a deposit of $500 or more. Terms and Conditions apply.  Visit Wealthfront.com/Tim to get started.

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The Tim Ferriss Show Transcripts: Steven Rinella โ€” A Short Introduction to True Wilderness Skills and Survival

Please enjoy this transcript of my second interview with Steven Rinella (@MeatEater, @StevenRinella), the host of the Netflix Originals series MeatEater and The MeatEater Podcast. He’s also the author of seven books dealing with wildlife, conservation, hunting, fishing, and wild foods, including his newest, The MeatEater Guide to Wilderness Skills and Survival.

Transcripts may contain a few typos. With some episodes lasting 2+ hours, it can be difficult to catch minor errors. Enjoy!

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Tim Ferriss: Hello, boys and girls, ladies and germs, this is Tim Ferriss. Welcome to another episode of the Tim Ferriss Show. I’m going to keep my usual preamble short. I want to get to the meat and potatoes of this conversation with Steven Rinella, Instagram @meateater, @stevenrinella. He is the host of the Netflix original series MeatEater and the MeatEater Podcast. He’s also the author of seven books dealing with wildlife, conservation, hunting, fishing, and wild foods, including The MeatEater Guide to Wilderness Survival, which is his newest, and you can find it now. On the web, you can find all things Steven Rinella at themeateater.com and then on Facebook, he is Steven Rinella that’s with a V, Steven Rinella, R-I-N-E-L-L-A, MeatEater. Steve, welcome back to the show.

Steven Rinella: Thank you for having me on. I appreciate it, man.

Tim Ferriss: I have so many questions for you, in part, because you are not just an expert in survival wilderness skills, but you actually practice and showcase this on a regular basis. You’re not describing in your books or on television some type of fetishized, romanticized version of survival, which I think is highly, highly common these days. Perhaps we could start with just survival fantasy versus survival reality, and I’ll leave it broad on purpose. But where should we start in terms of discussing the common misconceptions of survival or portrayals of survival versus the realities?

Steven Rinella: Yeah, I think you set it up as sort of a dichotomy or two mindsets. One is the impulse to run away from the woods, that it’s this bad place that you found yourself stuck in and you need to get out as quickly as possible before something terrible happens to you.

The other is, and it’s sort of my mindset and it kind of captures the ethos of our new book, is that it’s a place worth running toward. The outdoors, nature, wilderness is a place we want to be. It’s fun to be there. And a few skillset and knowledge base helps you do it fairly risk-free, or at least having a good sense of what the actual risks are, do it safely, risk-free, enjoy it for you, enjoy it for your family.

You might imagine like a lot of survival materials, like you said, it’s like this fantasy thing. There’s this fixation on drinking your piss, which is really, reallyโ€”it’s nonsense. It doesn’t do you any good to drink your own urine. And these cockamamie ways in which you would kill large animals, that would never in a million years work unless you trained and studied those approaches every day for your entire life, which you’d be prevented from doing because of the regulatory structures that govern such practices. It’s just hogwash.

And then there’s people who through passion, through professional discipline, through wanderlust, want to be out in the woods. They want to be up in the mountains. They want to be smart. They want to be able to stay a long time. That’s the information I try to provide and that’s the people I want to speak to.

Tim Ferriss: Let’s just jump into some of the recommendations that you might have, and we can weave to this in a more indirect fashion. But as we were discussing possible points to touch upon in our conversation before hitting record, you mentioned a number of things. You mentioned technology and how you can buy your way out of trouble relatively easily in certain respects. You referred to something known as paradoxical undressing, which aside from being the name of my forthcoming memoir, is unbeknownst to me. We talked about odds, in other words, perceived threats versus real threats, and much more. Let’s begin just becauseโ€”

Steven Rinella: Yeah, that, when I think of the threats that are fun to think about, that are exciting to think about, and the ones that are just the real, that no one likes to think about.

Tim Ferriss: The first blood threats, like carry a serrated machete into the wilderness, versus other. Let’s begin with paradoxical undressing. What is paradoxical undressing, just to scratch my own itch because it’s stuck in my head?

Steven Rinella: Yeah. I first wrote about and got to thinking about hypothermia. I’ve come up close to feeling like, “Oh, wow. I’m in the initial stages of hypothermia.” I’ve had that happen to me a few times, one time in a very pronounced way. It was being in a river in Alaska, in October, with a dry suit on that had a ruptured seam and my dry suit was full of water. And some of the things that happened, and it was kind of this, over the course of 45 minutes to an hour, intense thirst, just this intense desire to quench my thirst, and being disoriented, realizing that I was very cold, realizing that I didn’t have the ambition to remedy that situation, trying to talk myself into doing the things that would be required to get warm again.

And then oddly, the sensation that the cold had passed, though there was no plausible explanation for why I would all of a sudden not be cold anymore. And in researching this I got to reading a fair bit about hypothermia. And in addition to some interesting things, like the number one state for hypothermia deaths is Alaska. Number three is New Mexico, which caught me by surprise. Number two, I think, bounces between Wyoming and Montana, but then jumps down south to New Mexico, which many people have in their head as being a plenty warm place.

Tim Ferriss: That’s surprising.

Steven Rinella: In terms of the paradoxical undressing, as you’re getting cold, your body starts to restrict blood flow to your extremities. The blood vessels constrict. That’s why you might notice it, as you’re getting cold, your fingers turn white, right? Your toes get cold, your fingers will turn white. Your body doesn’t want to be pushing all that blood out to places where it’s getting cooled.

I want to add in a thing here to talk about, a lot of animals use the movement of blood into thin parts of the body as a way to shed heat. If you look at an African elephant, an African elephant has these giant ears, right? Compare that to a woolly mammoth, an Ice Age animal, the woolly mammoth, very small ears. Woolly mammoths lived in these very cold climates. They didn’t want to have that blood out in their ears because the heat gets sapped out of it. An African elephant, a very hot place, puts a lot of blood into its ears to try to cool that blood off. It’s like running it into a radiator, so to speak.

Your body is thinking the same way, in as much as we can call it your body thinking, where your body doesn’t want to send blood out to the extremities where it’s getting cold. It tries to keep things in your core and keep your internal organs warm. That requires a lot of energy.

There this thing that happens to hypothermia victims where they’ll find someone who’s died of exposure, died of hypothermia, and their clothes will be laying all around them. Because it requires all that energy to constrict the blood vessels, eventually they tire. You run out of the energy to restrain it. And all of a sudden, your body allows all that blood back out into those places because it’s difficult to keep it in as your energy fades. That hot blood goes out to your cold fingers and goes out towards your skin, and gives you this sensation of burning up.

Some people paradoxically undress to the point where they start discarding jewelry. You’ll find victims of hypothermia with a shoe and a sock off, a wedding ring off, clothes scattered about, but then lying there dead. The paradoxical undressing, so it starts to make sense, is it’s like you’re dying of being cold, but you’re discarding your clothing. It’s kind of likeโ€”

Tim Ferriss: Spooky.

Steven Rinella: Dude, yeah, it’s just such an unnerving thought. I think too, when I think of people dying of exposure, it wasn’t too long ago, not far from where I am right now, where an ice fishermen fell through the ice. And just speaking of spooky scenes, an ice fishermen falls through the ice, and there’s no snow on the ice. And imagine how slick wet ice is like? Imagine trying to pick an ice cube out of a drink, right? When ice is wet, what it’s like to hold on to. You try to squeeze it, it just pops out of your hand. There’s no snow on the ice and he goes through the ice. And because he’s punched through the ice and he’s splashing around, water is getting up on the ice, so there’s nothing to grab onto.

You had mentioned you can buy your way out of a lot of bad situations through preparation, but they make a device for this, these little ice picks you just wear around your neck. He doesn’t have a set of these. Someone finds him a couple of days later, frozen to death, up to his armpits in a hole in the ice with one of his boots laid up on the ice, just perched there.

Dying of cold, man, is a real thing. Dying of exposure is a real thing, and just the mental images that come up from it are kind of more ghastly than some of the more fantastical ways that we imagine ourselves getting injured in the woods, being like fixated on grizzly bears and mountain lions and such.

Tim Ferriss: Let’s talk about exposure for a second. I remember I was told many years ago, and this I’m sure it’s just a convenient mnemonic device, but someone said to me you can go three weeks without food, three days without water, three hours without some type of protection in really extreme conditions, environmentally speaking, right, or something like that.

Steven Rinella: That threes thing, I’ve heard it described in various ways. Yeah, three weeks’ food, three days’ water, and then it will be three whatever, without air, say. But yeah, no, I’m familiar with the thing and I’ve heard it used a handful of ways.

Tim Ferriss: What are some of the ways that you can buy your way into some margin of safety? Maybe you don’t eliminate risk entirely, but what are some of the easy purchases that would go into a basic kit of some type. It doesn’t have to be even basic, but just some of the specific purchases that are easy ways to remove a lot or mitigate a lot of risks? Like you mentioned, the ice picks that hang around the neck for someone who’s doing a lot on ice, right?

Steven Rinella: Yeah, so those ice picks are common forโ€”not common. They should be way more common among ice fishermen, but ice fishermen are the ones who use them. They’re generally manufactured by companies that make fishing equipment, if that speaks to who it is. But it’s like these littleโ€”imagine an ice pick inside a retractable sleeve, so there’s nothing sharp sticking out. But the minute you jab it down, the sleeve retracts on a spring and the ice pick goes into the ground or into the ice. It’s likeโ€”

Tim Ferriss: It’s like an EpiPen for getting out of the ice.

Steven Rinella: Yeah, exactly. And you can be on the slickest ice in the world, ice you could never stand up on. You can take the slickest slice in the world, put water on it, lay down, take that pick and just drag yourself all over the place with that pick.

When I was mentioning to you, just in private conversation earlier, I was mentioning to you buying your way out, I’m reminded of a thing thatโ€”I don’t know if you’re familiar with John McPhee, who wrote that Pulitzer Prize-winning trilogyโ€”

Tim Ferriss: Coming into the Country.

Steven Rinella: No, no. His geology, his geology.

Tim Ferriss: Oh, yeah.

Steven Rinella: He wrote this Pulitzer Prize trilogy. It came out and it was like Basin and Range, whatever. It’s Annals of the Former World. It’s three massive books all combined together in the Annals of the Former World. And I remember that within Annals of the Former World, John McPhee says, “If I was going to sum this book up in one sentence, it would be thatโ€”” I’m trying to capture what he says withoutโ€”this is not an exact quote. But he says, “If I was going to sum this book up in one sentence, it would be that the peak of Mount Everest is marine limestone.”

If I was going to sum up the Wilderness Skills and Survival book that we just finished, I would say onX, inReach, and I’ll tell you what these two things are. onX is a mapping service. There are many. I like onX. And just for full clarity, I also work closely with the folks at onX. Bear that in mind, but let me continue. There’s a reason I do that. It’s a mapping device that you use on your phone, and there are other ones; there’s like Gaia and a handful of other ones. I’m not sure if Google Earth has download function quite like onX does, but it’s a mapping service that you can download maps on your phone. You can download aerial imagery, topographical maps, and hybrid maps. It’s aerial imagery with topographical line overlays. And you can download maps of areas you’re going to that are highly detailed, that are five miles wide, and then 10 miles wide. And in lower detail, lower resolution maps that are 100 miles wide.

What it does is, your phone has a built-in GPS function that does not require a cell signal. If you’re using an iPhone and you’re going to some area for whatever reason. You’re going there for work, you’re going there for pleasure, you’re going backcountry skiing, you’re going on a hike with your family in Yellowstone National Park, you’re whatever. Whatever you’re doing. You’re on a rafting trip. You’re doing an afternoon hike into a little area you’ve never been into before.

You can go online and download a map. And then even when you have no cell signal, all you need to do is turn on your phone, put it on airplane mode. You now have two or three days’ worth of battery because you’re on airplane mode. And there’s a blue dot that shows you where you are. When you aim your phone in any direction and hit a button, it shows you what direction your phone is pointing relative to your map.

At any time you should be ableโ€”if you take the early pre-game preparation, the idea of getting lost is almost becoming an obsolete notion, or you have to almost self-select to be lost by not taking preparations. Of course, things can happen to phones. People lose phones, they drop them in water. All this kind of stuff has happened, butโ€”

Tim Ferriss: They destroy them in a puddle of mosquito repellent, as I saw you do once!

Steven Rinella: You can destroy it in a pool of DEET! That’s why I was saying onX, inReach because there’s also a device that’s, I don’t know, a third the size of a phone, called an inReach device. Some people call them spot devices or inReach devices. And what it is is it allows you to send text messages through satellite. You can take an inReach device and no matter where you are on the face of the Earth, if you have a line of sight to the sky, you can save addresses in your inReach. You can take your inReach and set it so that it’s sending preprogrammed messages every day, saying you could type your message ahead of time, you hit a button, it sends a message says, “I’m okay.” But you can also hold down a button that says “SOS.” And it’s satellite-driven, and the batteries last for days.

So when talking about buying your way out, if you’re the kind of person who takes preparation seriously, there are steps you can take that really reduce a lot of the risks. There are still things that can happen to you, right? You can stillโ€”and I joked about it earlier, but yeah, man, you could get mauled by a bear. The bear doesn’t give a shit about the fact that you have any of these technological devices. But, if you’re still able to crawl around, it’s pretty nice to be able to hold a button down and get help.

And so these are all things that I spent a great deal of time on in the book, because it’s not trying to treat survival, like you’ve survived a plane crash and you have a large Bowie knife, and you’re stuck on an Island. It’s like it doesn’t start with that mentality. It starts with the mentality, it starts with the reality that the vast majority of trouble that people get in outdoors is somewhat willful.

We do things, we go places. We take drives during inclement weather. We decide to go on a route through the hills when we’re driving that we’ve never been on and we don’t know the road conditions, and your car gets stuck. And then you wait there two days and no one comes and you’re like, “Screw this. I’m walking out of here.” But you don’t quite know what to do or your car is not loaded properly. That’s how people get in trouble.

It isn’t shipwrecks and plane crashes, though those things do happen, but pondering those and fantasizing about those throws off people’s ability to actually think and behave properly. And these little technological preparations are just things you can do that just make you breathe easy and allow you to go into wild places and do what it was that you intended to do, just to be successful and be impactful and pursue whatever goals you have, whether it’s finding a mushroom or bagging a peak, without feeling as though you’ve entered a survival situation.

Tim Ferriss: I just want to comment on a few things that you’ve said. Number one, totally sort of unbeknownst to me, or I should say rather I had no pre-existing awareness that you used onX Hunt. I also ended up using onX and have for the last five months. And I should just mention to people that if you search for it on the App Store, I think it will show up as onX Hunt. The hunting certainly is one application, but it’s not a requirement.

Steven Rinella: My realtor uses onX.

Tim Ferriss: Yeah, yeah. Okay, so this is related to my point. I was exploring the wilderness in New England during COVID lockdown, and I wanted to know a number of things. I wanted to be able to track my own movement so that I could retrace my steps, which onX allows you to do. I wanted the offline maps, which you mentioned. I also wanted the ability to know where property boundaries were so that I wouldn’t end up wandering right up to somebody’s house or into someone’s property that would get me into trouble, so I was able to overlay the property information, which is just fascinating. I’ve never quite experienced anything like it.

So onX, I’ll second that. And then the inReach, I’m not sure if more brands make it, but I used a Garmin inReach when I was in South America, at one point. The pre-programming with the texts is, I think, a key step pre-departure because they can be a little unwieldy for actually typing out messages. If you are in an SOS situation, you want to have your contacts and messages pre-programmed.

Steven Rinella: Let me give you some hot tips about that when you’re done here.

Tim Ferriss: Yeah, fire away. I’m done.

Steven Rinella: Oh. There is an iPhone app calledโ€”I’m going to give you the right name so I’m actually looking for it on my phone right now. There’s an iPhone app called Garmin Earthmate, and Garmin Earthmate pairs with your inReach device over Bluetooth.

Tim Ferriss: Oh, God, this is the solution that I didn’t know I needed.

Steven Rinella: Man, you just have at it, man. There’s an important thing to remember though hereโ€”yeah, no, then you just have at it, then you’re just you’re just flying.

Tim Ferriss: Then you can send out novellas.

Steven Rinella: Dude, yeah, I think there’s a limit. It’s more than a Twitter message, but then you got to go to number two. But the other thing to keep in mind, when you’re using it, you’re using satellite. You can text someone who has cell service. Someone with cell service can text you at your inReach number. But if you’re in a remote area using your inReach address, trying to contact, say your buddy who’s two miles away at camp, you need to know their inReach address.

Let’s say I go to text my wife and I know that she’s at home and has cell service. I can text her directly to her number that she can then reply, but she’s replying to my inReach number, which is independent from my normal phone number. A lot of people mess this up. Because let’s say you go down to South America, no one’s got cell service. If you don’t communicate with your travel mates like, “Hey, man, what is your crazy-ass sounding inReach address?” you can’t send each other messages. 

So you have to build an address book ahead of time, or else you are in a situation of texting someone back in the US who has cell service, and they’re texting aroundโ€”we were doing this the other day. I could see a person, and I’m trying to send them an inReach message, but instead I’m inReaching his wife. Does sheโ€”if she canโ€”and she’s like, “Well, is everybody okay?” I’m like, “Yeah, I’m looking at your husband. He’s fine. I just want to send him a message.” So you’ve got to do a little bit ofโ€”take five minutes and make sure that everybody is communicating everybody’s inReach address.

Tim Ferriss: In the process of separating more fact from fiction, or really just pointing out essentials versus nonessentials, as you mentioned, little things can be really costly. Right? And a lot of the mistakes that end up in disaster are not of the outdoor, thriller, action movie variety. They would make the most boring television show in the world, right? It’s like, “Oh, shit, I forgot the batteries in my headlamp.” And then I die, right? Or something stupid.

Steven Rinella: Yeah.

Tim Ferriss: What are some of the essentials that you routinely use that listeners may not find obvious, or may not grok the subtleties of? You mentioned the Bowie knife. I think a lot of unseasoned outdoors men or women are inclined to get these big, honking, jump off a ravine and kill a grizzly in an action movie knives, as one example. But what are some of the essential pieces of gear that you would have in your kit?

Steven Rinella: Yeah. I’d like to talk for a minute just about the kit, which is something I spend a lot of time in the book explaining how to assemble, and how to make it adaptable and versatile. To get a senseโ€”a somewhat widely available product, there’s a thing called an OR Backcountry organizer. And there’s aโ€”various companies make different ones that are in various heavy-duty fabrics. But I’ve long been a fan of a thing called the OR Backcountry organizer. It would be like a slightly flattened, pretty big coffee mug size, okay.

Tim Ferriss: Okay.

Steven Rinella: It’s this little bag, and it’s got a bunch of zippered pouches in it. And me, the folks I hang out with, we all have a kit that weโ€”we call it a kit, it’s your essentials, and a lot of us assemble ours in one of these little bags. I put that thingโ€”I take it virtually everywhere I go. I don’t mean to my office, but if myโ€”for instance, we go to Baja every year for winter vacation to go spearfishing, and just messing around, spending family time together. I always pack it, because in it I have all the things that I know I might need, regardless of the situation. If I had a kit and I go on a day hike, if I’m just going for an hour hike up a hill with the dog and the kids, I bring my kit. Now, when I say my kit, I would say a survival kit, I would say it’s a first aid kit, but it’s all of those things and more.

In it, I keep several single sized ibuprofen tablets, acetaminophen tablets, Benadryl, okay, various medications. I have one or two things of DayQuil and NyQuil in there. Antihistamine things, single serving packs, very, very small. In there I also keep two 25-foot length Dyneema cords that are very thin, they’re three or four mil cords that I keep in there.

Tim Ferriss: Dyneema cords are like very thin paracord?

Steven Rinella: Yeah, it’s a souped-up, strong, lightweight paracord. There’s nothing wrong with paracord, paracord 660 cord, 600 pound cord. Stuff is great, man. I use it all the time. But for my things, I like to keep it very small, as small as possible, I use that stuff. I keep a small thing of dental floss, and taped to it is a heavy-duty needle that can be used to sew up clothing and stuff. I keep that in there at all times. I have a small sharpener, there’s a small knife in there. There’s a small backup headlamp in there that’s about the size of the end of your thumb. That burns on a coin battery and has a retractable little head strap. I also put my primary flashlight in there as well.

I have a basic first aid kit assembled inside a plastic envelope. That includes a variety of bandages, alcohol swabs, antibiotic ointment, a very small tourniquet, other items like that. I keep a chew tin, a tobacco tin full of cotton balls that have been thoroughly rubbed in with petroleum jelly, or Vaseline, which are phenomenal firestarters. The reason I use Vaseline rubbed into cotton balls stuffed inside a chew tin, is because one, Vaseline is also helpful for chapped lips, chafed skin. It can be helpful for alleviating pain from blisters. The primary reason is that the TSA agents at the airportโ€”I travel a lot. They will pull fire starting devices, like incendiary devices, or not incendiary. What’s the word I’m looking for, Tim? Like accelerants, fire accelerants.

Tim Ferriss: Accelerants, yeah.

Steven Rinella: They will pull accelerants from your bag and fine you. There’s no problem with having some Vaseline in your bag.

Tim Ferriss: Right.

Steven Rinella: Now, a cotton ball rubbed with Vaseline burns. It’s a great fire starter, it can get wet, it doesn’t mess it up. And TSA guys never steal it, so it’s just always in your bag. I keep a small multi-tool. I have a multi-tool that allows for a certain bit adapter. So I’m able to keep some basic screwdriver bits that fit various things that I own and use in there. I hunt a lot, so I have archery stuff, firearm stuff, little screws and bits that I like to have on hand. I keep those in my organizer, and it’s filled out like that. Two small lighters, tape, med tape. When I say that it’s adaptableโ€”so let’s say I’m spending some time up in Southeast Alaska. There are places in Southeast Alaska that get 13 feet of precipitation annually, okay? Where I am right now gets 20 inches of precipitation annually.

Tim Ferriss: Yeah, let me just put this in perspective for folks. So yesterday I was looking at historic ski reports and precipitation for Taos, New Mexico. This is a place famous for skiing, and I was looking at end of November to mid December. And it was an average of something like 0.8 to one and a half ski days per week. That’s not a lot of snow, and this is a place that ultimately is well-known for skiing. So then you imagine the amount of precipitation you’re describing. That is a fuckton of precipitation.

Steven Rinella: Yeah, oftentimesโ€”here’s a survival trope, is that you’re going to be in an environment like this and fashion a fire drill, a little fire bow and start a fire. Or that you’re going to take a flint and steel and start a fire, or you’re going to take a hatchet and a rock and start a fire. There are people on the planet, including the native Alaskans who lived in that place, and grew up there feeling as though they had excellent equipment. And they used equipment that their grandfathers had used, and their fathers and mothers before them. And it was just a part of life and they knew how to use it, all right?

There are people on the planet who can do that, but I’m going to say though, I’m talking to you, I’m talking to the collective you out there. You are not going to go to a place that gets 13 feet of rain a year and start a fire. Just the 99.9% of you are not going to go there and start a fire using anything other than matches or a lighter. You’re just not. It is so hard. It’s so hard.

Tim Ferriss: So hard, it’s so hard, yeah.

Steven Rinella: So when I’m going to a place like this, I will haveโ€”I have a drawer in my garage full of kits that go within my kit, okay. And I have my super hard to start a fireplace bag that goes into my kit. I have other little envelopes that I will stick in there. I have a little envelope that has some survival snares and some very basic fishing equipment. If I was going to an area like an extremely remote area in Alaska, I might, for peace of mind, grab that little enhanced food acquisition envelope. Just to give me peace of mind that in the event of there being a grounding of aircraft, or something else that prevented a timely pre-arranged pickup, that I would have extra stuff.

And in those situations, my kit might blossom. Now you might think, “What are the odds of that?” Well, after September 11thโ€”so on September 11th, there were people in backcountry Canada and backcountry Alaska who had arranged to be picked up at airstrips. People out hunting, could be that they’re out prospecting, gold mining, whatever the hell they’re doingโ€”were waiting at airstrips to be picked up. And the one thing, no matter where you are in Alaska man, most days, sometimes all day, you hear aircraft. Aircraft is their car in Bush Alaska. You wake up one day, you don’t have news, you don’t know what’s going on, but you know that the skies are quiet, nothing flies. You’re supposed to be getting picked up, no one shows up. It’s as though the world ended and you don’t know what happened.

There was another occurrence in Alaska. I believe this occurred in the ’80s, where there was a big volcanic eruption that put a lot of ash in the air. And they resumed flying shortly after, but a jet is coming in, and this ash gets picked up in the engines, and turns to a sort of glassy like substance and blinks out all four engines. Eventually the stuff shatters out somehow and they’re able to get a couple engines relit. And they land, but they grounded aircraft for a long time. I had a friend who was out takingโ€”he was out at a remote wilderness camp taking care of some horses, and he got stuck for weeks. No supplies, nothing flying, had no idea what was going on. He ran out of food and had a salt lick for a horse, like a salt block. He would eat porcupines and go out with a pocket knife and scrape salt off a salt block in order to get some salt to put on the porcupine meat.

Tim Ferriss: That sounds terrible. Oh, God.

Steven Rinella: And it’s a thing. Then you enter the fantastic, but think about the people I’m talking about. These people aren’t people that fell out of an airplane. They’re people that went willfully into a situation. Where if you do a good risk assessment, and you think about what are the problems that would actually happen, to go into a very remote area of Alaska, or Canada, or wherever. Frank Church in Idaho, I don’t know, a remote area. And you’re flying in, anyone that does any amount of homework can realize, now and then you simply don’t get picked up. Because of weather, because of a terror attack on the East Coast of the United States, because of a volcano on the Alaska Peninsula, or the Aleutians. So that’s the thing that we’re thinking about often, is, “Okay, in our risk assessment, what’s the real problem that might occur? I would say high on my list of shit that might occur would be that we’re going to sit here for three or four days. And are we prepared for that? Because that could be a little miserable.”

Tim Ferriss: And I want to also emphasize for folks who are listening, that I consider youโ€”and no one bats a thousand, but I consider you an expert in risk mitigation with simple and elegant insurance countermeasures. If that makes any sense, it’s a very wordy way to put it, butโ€”

Steven Rinella: Yeah, I appreciate the sentiment and I understand what you’re talking about.

Tim Ferriss: Yeah, because there are a lot ofโ€”let’s just say we’re in the perfect era right now with COVID, sort of Mad Max-scenario planning. Where people are thinking, “It’s going to be The Road by Cormac McCarthy, and people are going to be trying to eat my kids. And I’m going to stockpile silver coins, and shave off gold bars to get tampons with the guy in the back of the 7-Eleven.” And it comes down to probabilities, the historical likelihood, and the cost of the intervention, right?

I’ve never had a significant fire of any type in my kitchen. Nonetheless, I have aโ€”let’s call it $20 or $30 fire extinguisher that sits there gathering dust. Because it’s cheap, it’s easy to use, and if you need it, you’ll want to have it. On the other hand, you might haveโ€”let’s just say, using a bow drill to start a fire, which I’ve practiced doing. And I have got to the point where I could do it very infrequently successfully, and that took a lot of work. But to rely on that, to get to the point where I would feel comfortable relying on that, that becomes my new sport. That’s like learningโ€”

Steven Rinella: Yeah, that’s kind of what I’m saying. Is people that can start a fire with a bow drill are people that start fires with bow drills. Because they do it recreationally.

Tim Ferriss: Right.

Steven Rinella: They live with it and practice it, yeah.

Tim Ferriss: Just to dig into the Backcountry organizerโ€”and that I would justโ€”again, to perhaps restate the obvious, is taking something that is half the size of the, say, water container you might take with you on a hike.

Steven Rinella: It’s smaller than that, it’s smaller than a Nalgene bottle.

Tim Ferriss: Right, so this isโ€”we’re not talking about a lot of inconvenience here. Is the OR Backcountry organizer just the container, or does it come preloaded with a lot of these items?

Steven Rinella: No, man. It’s just the container. I haveโ€”and there are other ones, there are other companies that make similar products, and the difference tends to be weight and durability. They’re susceptible to tear, the seams give out, but it’s lightweight. There are other companies that makeโ€”FHF makes certain organizers that are pretty heavy-duty, they’re great. That one is just a very lightweight one. And it’s emptyโ€”

Tim Ferriss: What is your preferred multi-tool, do you remember what you carry?

Steven Rinella: Yeah. I use a Leatherman. I like the Wave a lot. It’s heavy. I’ve got friends that really don’t like them. I’ll tell you what I like on them. I like a regular blade. And we’ve been joking about big-ass Rambo knives, and Bowie knives and stuff. I’ve done a lot of anything that you would need to do with a knife. And there are cases where it would be great if you had some giant machete type knife. But generally for the kinds of things we’re talking about, like keeping yourself out of trouble, handling basic repairs, the knife on a multi-tool is a good backup to also havingโ€”I carry a very high quality, very lightweight pocket knife called a bugout. But I have a multi-tool with me.

Tim Ferriss: Bugout?

Steven Rinella: Yeah. It’s very lightweight, very sharp, and you get it in a variety of ways. You don’t even know it’s there, it’s a good knife. So the Leatherman, I like one that has a saw on it, like wood saw, bone saw. I like one that has a serrated blade for doing work that would very quickly dull your normal blade. I like it to have a normal blade, two or three inch blade on it. And I really like it to have a pair of needle-nose pliers. I use those things all the time. In the book, we provide lists of all this kind of equipment. But in my kit, I carry a little sliver remover. It’s like nothing, it’sโ€”earlier I mentioned something being the size of the end of your thumb. This is like a couple thumbnails.

It’s a sliver remover pair of tweezers, which is invaluable. Especially in areas of the South and Southwest, for just the annoyance of getting junk stuck in your skin, which can drive you crazy. But I also use the needle-nose pliers for all kinds of stuff. We’ve used needle-nose pliers for everything from pulling porcupine quills out of dogs, fixing ingrown toenails, repairing clothes, fixing firearms. So I can do anything with a pair of needle-nose, man. I like that to be on there. And then a number two Phillips bit, a flat head screwdriver of a fairly universal size. If I actually wound up in some situation where I was stuck out in the woods for a weekโ€”and I’m going to return to my point, but I just want to make something clear. For a living, for a long time, I travel to the remotest places out there.

I did it as a writer. I’ve done it for a decade doing television, magazine work, and such. I go to really remote places. I go to the places where people imagine trouble occurs. And I travel with a crew of highly adept, very skilled individuals. Someone might say, “But you’ve never had to live out for a month with no food or anything.” I’m like, “That’s kind of the point.” To have done the things that we’ve done, and figured out the ways in which we avoid trouble, avoid disaster, get what we need to get done done, that’s the survival I’m talking about.

And if I knew I was going to be stranded out somewhere like, man, I would really want to have a multi-tool. But I just use a multi-tool in living my life, that’s really a big part of the title. I think that in struggling with it, it would be like The Guide to Survival. I’m like, “Okay.” And my head just goes to fantasy land. Wilderness Skills and Survival, we’d be like wilderness skills is just the doing, how to be out and do things. And yeah, man, I have seen everything from outboard engines, to generators, to cars, to human beings repaired with a multi-tool by someone who kind of understands how to do things.

Tim Ferriss: I always have a multi-tool in the car. Since we invoked the name of the TSA earlier, I will just mention to folks that I have had to sacrifice quite a few multi-tools. And those were sad moments.

Steven Rinella: The multi-tool stealingest sons of bitches on the planet. God bless them, but my God, do they take some multi-tools.

Tim Ferriss: Oh, brutal.

Steven Rinella: I understand that yeah, you can’t go on a plane with a knife. And it’s like, now and then you’re standing there, and you’re in line, and all of a sudden they pull your bag and you’re just like, “Noโ€”not another one, not another one.”

Tim Ferriss: It’s so bad. It’s the worst.

Steven Rinella: Standing in line now, we actually, if I’m with buddies of mine, or the guys I work with, it’s a common thing. You’ll be like, “Oh, you got your passport?” You’ll be like, “Dude, knives, knives, knives.” “Right, got it. Thanks.” 

Tim Ferriss: Oh, it’s a sinking feeling.

Steven Rinella: You couldโ€”I haven’t looked into it, but somehow they auction, or sellโ€”

Tim Ferriss: Oh, the confiscated items.

Steven Rinella: I think you buy them by the bucket. I don’t know, I will look into it, but I think they somehowโ€”they all go somewhere. The Ketchikan Airport in Alaskaโ€”this is one of my favorite things on the planet, is in Ketchikan as you’re waiting in line for security, they have a display case of things that have been confiscated at the Ketchikan Airport. In this display case is a brass knuckles dagger. So a brass knuckles with an eight inch double bladed dagger coming out of it. Which makes me feel a lot better about the multi-tools I’ve lost, because someone who thought that that would be a thing to pack along on a tripโ€”I just would love to have been able to have a brief interview with, presumably, that gentlemen. Maybe it was a woman, but presumably the gentleman who had the brass knuckles dagger at the Ketchikan airport and lost it. And they’re the kind of brass knuckles that has the pointy knuckles that would perforate your skin for you.

Tim Ferriss: Oh, yeah.

Steven Rinella: It’s the greatest!

Tim Ferriss: Let’s talk about water. What are your recommendations for how to think about procuring or purifying water? That could be an extension of kit, and then we back into finding and filtering. But how would you suggest people think about that?

Steven Rinella: Yeah, would love to. So in a lot of the chapters in the book, we lay out the food chapter, the water chapter is laid out this way, navigation is laid out this way. The chapters always start out perfect world, right? So in water, it would be like perfect world, here is how many gallons a person is going to use a day for intake, meaning to make food. If you’re using freeze dried food, whatever, on camping trips, or outings, work outings, whatever, to make food and drinks. So what’s the quantity of water that will actually go into your body? And then there’s the quantity of water per day with some climatic variations depending on where you are in the world, that with, intake, so physical intake, and then basic cleaning, and then water for if you’re doing some amount of bathing and like all these water quantities that you’d bring with you in jugs, right? So you fill a jug off a garden hose, load it into your camper, load it into your truck, and that’s where you are, you just live off of jug water, which is great, do it all the time, car camping water. But then the chapter would go through to like worse, worse, worse worse, worse, and then end kind of on an “Oh, shit.” So starting out with that idea of water, moving into the idea of sourcing water. So, sourcing water, where you have the proper equipment to do so.

And then it moves into sourcing water where you do not have the proper equipment to do so. And then basic down to sourcing water, you don’t have shit with you, you have nothing. You’ve got to figure everything out, including a container. But for real world use, I spend most of my time, when I’m out with equipment, sourcing water onsite, with some basic equipment that enables me to do so. And I feel that like a good universal water kit for any kind of overnighting trips or trips that could turn into overnighting, use a Nalgene bottle, or it doesn’t need to be Nalgene. We use Nalgene now, but it’s like a brand name. They make scientific containers and equipment and beakers and stuff, but they’ve become a real dominant force in like screw top bottles. Bottles are very durable. You can freeze stuff in and it doesn’t crack them.

They’re great. A hundred companies that make them. A Nalgene bottle. And then we use a thing we call a drom, or a dromedary, which is a collapsible water bottle. You can get various things like a liter, two-liter, maybe 1.5 liter. And when they’re empty, it’s nothing. It’s like, imagine an empty duty, somewhat heavy duty, little shopping bag, and you put it in the bottom of your pack, you don’t even know it’s there. But when it’s full it’s, it’s great. It’s a good source of water. So carry a Nalgene, carry a drom. In my kit that I mentioned earlier, I always carry water purification tablets. Okay. In single serving packs. So it’s these little foil packs and each of those foil packs has one or two tablets in it. You put those tablets in waterโ€”

Tim Ferriss: Iodine? Or what is that?

Steven Rinella: Yeah, there’s iodine, there’s some different ones that have different active ingredients, but yeah, iodine tablets. There’s other, I get into the other compounds, but there’s, it’s all iodine-like, but there are some different active ingredients in different tablets.

Tim Ferriss: Got it.

Steven Rinella: And they might argue amongst themselves about which has the worst or better aftertaste. There are also neutralizers you can add, like if you hate that taste that comes from water purification tablets, there are neutralizing tablets that diminish that taste and you can get them in single serving packs. So I keep those in my kit no matter what, no matter where I go, I have those in my kit. So I have those with me and I also lately, well, not even lately, for years now, I have used what’s called a steripen with great results. I love them. It’s a UV light wand. Imagine a lightsaber that’s maybe five inches long.

It runs on a CR-123 battery. You put it in there and it can purify a quart of water in 90 seconds using a UV light wand that you just swirl around in the water. Couple of complications with this is like, if the water’s too turbid. So if it’s like an incredibly muddy water, you would need to double dose it or triple dose it because the light penetration through the water. A problem you might encounter, and this is all stuff we cover. A problem you might encounter is that scooping water up can be hard. Like if you’re just trying to get water out of wet moss, you know, and you can press a hand down and like, get a little bit of water in your palm, it can be an arduous task. I usually carry a small plastic camp cup with me anyways, for drinking coffee and stuff in the morning, you can use, and the camp cup is a little bit flexible, so you can force this thing into little crevices. Like if you have a cliff face with some water, just sort of like running down it and that’s the only water you can find, you kind of mash this cup up against the cliff face and slowly get dripping water into the cup and use that to fill that rigid-mouthed Nalgene and eventually get that thing full and then wand it with a steripen to purify it. 

Where you might have a problem is if everything’s frozen, you can’t steripen ice. but when you’re using snow melt, all you need is a small stove and you could run off snow melt. It’s exhaustive on fuel. And that’s something we get into as well. is like the, the yield on snow is surprisingly low. It takes a lot of energy, fire, fuel, whatever. It takes a lot of energy to melt snow into water, but it’s like a thing we cover.

But if you get that basic thing down and again, this is like standard operating procedure, of water bottle, dromedary, and the dromedary bag, I carry a two-liter dromedary bag. I just keep it in the bottom of my pack. You can fill that at a source and then carry it with you and purify it as you use it. You can get two fills and dump it into your bottle, purify it with a steripen, and you’re pretty bulletproof, man, with that setup. As long as you can find some source of surface water, and we explain a lot of tricks of the trade and how to locate surface water when you don’t have the obvious locations of creeks and ponds and stuff. But I’ll point out here, a real, real risk, and this is not a fund risk, but a real, real risk: waterborne pathogens are a problem. I have been sick several times from waterborne pathogens.

It is miserable. You can get so sick that it’s debilitating. It could just be bad, or it can be bad, bad. So you cannot afford to be careless, drinking surface water, and people make a lot of mistakes of seeing some water, they feel as, like, coming out of some little seep, and they think, “Oh, it must be fine, because this is the source,” when in fact, if they walked 10 yards uphill, they’d find like an elk wallow where they’re shitting and pissing and rolling around in the mud. And it’s not adequately filtered from having passed through that mucky ground, and you can get sick. Waterborne pathogens, they’re like part of this whole suite of the little things that kill. And that is the thing with water: more than bears, more than mountain lions, waterborne pathogens are a bitch.

Tim Ferriss: Do you also carry a smaller purification device that is pumped? Something like Katadyn? I don’t know if that’s how it’s pronounced.

Steven Rinella: I do not anymore. I, personallyโ€”a lot of people like them. I personally have had a lot of trouble with things with ceramic filters and other filters where it’s wet from use and it freezes. They get plugged up. I’ve just had a lot of hassle. And river trips, on riverโ€”like rafting, canoe trips and stuff where you just, you know, you just have water because you’re floating down the river, right? You know you’re going to have plenty of water around. We will use those gravity-fed drip bags that hold a few gallons of water. You just scoop it up in the river and you hang it from a tree limb and there’s a gravity-fed filter on there. We will use those if we know that conditions are going to be good, like summertime conditions where it’s not going to be freezing at night, crippling your filter.

You’re going to have a pretty good source of water that’s not going to be overly muddy. And it just kind of like, when times are good, it’s a good device. But the pumps, no, I’ve not–I don’t like them on glacial rivers with the glacial till, it’s just a lot of headache. I’m sure there are people that know what they’re talking about and they like them. And there might be people who dislike UV light pens for various reasons, because if you’re traveling overseas, like if you’re traveling in Africa, you need to have a purification system and you always need to check to make sure what you’re using and how you’re using it. You’re going to want a purification system that also can handle viruses. If you were in, the US, okay? If you’re hanging out in the US out doing camping-type activities and you’re not around a lot of human contamination, or you’re out in like, you know, in the woods, in the mountains, whatever, like somewhat halfway-pristine environments, you don’t need to worry about viruses. You’re mostly talking about really big things. Giardia, cryptosporidium, large things that are easy to filter out. So if you’re going on a backpacking trip in the developing world somewhere, and you’re going to be dealing with areas that have human, potentially human waste in the water, we explain all this stuff too, in the book, but human waste in the water, you’re going to practice a different purification system. And you might even do something like a dual purification system where you have things like, again, from human contamination. But the primary focus here that I’m talking about is like classic, like backpacking, hiking, wilderness outings.

Tim Ferriss: What are some items that people should have in their cars? I’m wondering if there’s anything that people might not have thought of. And I’d love to hear your opinionโ€”

Steven Rinella: Yeah.

Tim Ferriss: โ€”on what some people call space blankets, or Mylar blanketsโ€”these emergency blankets. Is their helpfulness overestimated, underestimated? But generally things that people might want to consider in their car, right? Because people get themselves into trouble in all sorts of places, including spots where they might not expect to get into trouble like north of say, San Francisco, going to Tahoe, and underestimating the amount of snowfall and realizing that they don’t have chainsโ€”

Steven Rinella: It’s true.

Tim Ferriss: โ€”but perhaps they’ve driven already three hours in traffic and they’re like, “Fuck it! YOLO. I’m going skiing!” And then lo and behold, “Uh, oh.” I mean, that’s mistake number one.

Steven Rinella: People die every year in stranded vehicles in this country. Talking about cars, we’re starting getting into, we’re talking about like, you know, like prepper land. And I’ll point out that I’m aโ€”in my car and at home, I’m a sort of, unintentional or accidental prepper where I do a lot of camping, so I have a lot of freeze dried food. I buy a lot of it. I keep it in bins in my garage so that when I’m going somewhere, I have a lot of it. And also, I like to have it on hand. I’m going to use it anyways. It’s in my garage. So I have enough freeze dried food toโ€”because I bought it for one thing in mind, it also serves the purpose where I have enough freeze dried food to keep my family up and running for quite a long time on freeze dried food.

We have all kinds of, you know, we camp a lot, so we have all kinds of camp stoves, alternate fuel sources, water purification equipment that I own through camping. I’m a firearm owner. I keep, you know, for that purpose, I keep quite a bit of ammunition on hand. The one thing I do like, the one thing that I do that’s like totally prepper-like, and this came from time I spent living in Seattle where you’re in a very seismically active area, and also you have volcanic activity and things. We kept treated water in a closet. So in my crawlspace, I do keep a bunch of jugs of water that I put in long-term treatment. Like a chlorine-type substance that you can put in there for long-term treatment. That’s the one thing I do that doesn’t have camping ramifications. I own those big-ass jugs because we use them for water transport while camping. 

I extend the same kind of mentality to my personal vehicle. Because, you know, we do a lot of adventuring. I live in the Northern Rockies. Climate here can be crazy; road conditions are going to be crazy. So I’m going to give you a pretty extreme version of the kinds of things I keep in my car. I keep a patch kit. Also, I drive a truck. I have an F-150. The back seats lift up; you can put all kinds of stuff under there. I have a Decked toolbox in the back of my truck so I can keep various things around, but I keep a battery-powered spotlight. I have a battery-powered air pump. I have a patch kit, keep an extra headlamp, might sound funny, but I keep a toothbrush and toothpaste in there.

I keep glow sticks in the glove box, you know, those break glow sticks that ravers use. You use them if your vehicle is stopped along the side of the road, you can put out glow sticks so that in a snowstorm or dark conditions, people could see it. I keep a military e-tool, like a folding folding shovel, like a military folding shovel. Not all e-tools are created equal; I got mine from a serviceman who was like, “No, dude, you have to have the right e-tool.” And he went and got me the right e-tool, a very heavy-duty e-tool. It’s a folding sawโ€”I’m sorry, folding shovel. When there’s snow on the ground, I put it in a big aluminum scoop shovel with a D handle in the back of my truck. I have two insulated ponchos, so they’re basically like sleeping bags with a hole that you can put over themโ€”because I have young kids, so I keep my insulated ponchos in my truck. 

I have a food stash in my Decked system. Like one of the boxes is just full of granola bars and stuff, which I also use for my kids all the time, because if anybody has kids, they know that they’re always like whining about wanting food and I just feed them out of that box. In the summer months, I keep water in there, but it freezes and breaks the containers in the winter, so I pull them out. And then I have a basic toolkit. So things I need to do repairs, I keep some garbage bags and things in there. Candles are great because if you are in a car in the winter and for whatever reason, you’re stranded and you’re running a camp stove, say, in your car, you can kill yourself from carbon monoxide poisoning.

You do not want to burn fossil fuels in a car. It is a very quick way, especially if there’s a risk of you falling asleep, it’s a death sentence, man. If you fall asleep in a car, burning a fossil fuelโ€”isopropyl whatever, gasoline, white gas, you’re in trouble, man. You will kill yourself. So candles, you can bring up the mean temperature in the car by several degreesโ€”beyond severalโ€”to a substantial level of warmth by burning candles in your car.

Tim Ferriss: I never realized that.

Steven Rinella: Oh, yeah. And then even like an alcohol stove that people use on sailboats. People use alcohol stoves on small sailboats; they’re the same thing. So you can run it without getting carbon monoxide poisoning. You could have a small, $7 alcohol stove and a little pint bottle full of alcohol and heat a car to t-shirt warmth with an alcohol stove, and you don’t need to worry about killing yourself from carbon monoxide poisoning. There’s still a fire risk, but you can sit in your car and hang out. It doesn’t need to be running. You can be out of gas, you can have a dead engine, and keep warm. 

And then finally, I also keep a thick wool blanket that I just roll up and put a strap on. I know a lot of guys will just have a tote. You know, like just you go to Walmart, whatever, and buy like a plastic tote of an appropriate size. Put all this stuffโ€”we have lists in the book of all this, like what’s minimum/maximum like, you know, best recommendations. Make a tote. And if you’re just around town going back and forth to work, don’t worry about it. If you go driving three hours to go visit relatives for the Christmas holiday, throw the tote in the back. And in that tote is all the shit you would ever need to be more than comfortable. People might laugh, you know, “Oh, you look goofy. Oh, you’re a prepper. What is this? Mad Max?” It’s like, I like to just feel at ease and prepared. 

The other day we were coming back from a hunting trip and my kid pointed outโ€”he’s 10 years oldโ€”and he pointed out, “The thing I like about our truck is that we have all the stuff we need.” And I glowed with pride upon hearing that, that even the sense of ease and comfort that my kid gotโ€” you know, he had whatever, a headache, and I gave him something for it. Anyways, a sense of ease and comfort that he got a feeling like we’re on top of it. We’re our own people. We got our shit figured out. Our system’s dialed.

Tim Ferriss: Yeah. And it’s also a different breed of preparation compared to like putting on a ghillie suit every Saturday and climbing into a spider hole in your backyard.

Steven Rinella: Yeah, yeah, yeah. Yes!

Tim Ferriss: Right. It’s this is, this is just, I mean, a lot of these things, particularly, I want to underscore the water supplies, the backup water supplies for me is cheap, cheap insurance that is kind of one and done. I mean, perhaps you replace it every once in a while, but I’ll give an example here. I have a garage with a significant amount of potable water because, I want to say a year and a half ago, two years ago in Austin, Texas, this is first world, incredibly developed city, incredible medical support and facilities. This is a top-tier city within the US as far as livability and everything else. And at one point they had flooding. This happens. So there was an incredible torrential downpour for a day or two and it overwhelmed the municipal water treatment plants. And there was a boil warning for the entire city.

Steven Rinella: Oh, it put human fecal matter into the municipal water supply.

Tim Ferriss: That’s right.

Steven Rinella: That’s nice.

Tim Ferriss: So you could not drink water out of your faucet.

Steven Rinella: Yeah. ‘Cause there’s poop in it.

Tim Ferriss: Because there’s poop in it. And within, I don’t know, 12 hours, 24 hours, all bottled water in the city, goneโ€”

Steven Rinella: Uh huh.

Tim Ferriss: โ€”like there’s not nothing available. And that was a huge pain in the ass and a massive hassle. And for a few hundred bucks, if you think of all of the things you waste money on or spend money on, it’s very inexpensive insurance for an event like that, which demonstrably has a non-zero chance of happening. And I remember that with Hurricane Sandy back in the day, also in New Yorkโ€”

Steven Rinella: Yeah.

Tim Ferriss: โ€”and I mean, these things do happen. Maybe they happen as infrequently as a kitchen fire or a head-on collision, but you still have a fire extinguisher in your kitchen. You still wear your seatbelt when you drive.

Steven Rinella: Yeah, I like it that you’re pointing that out. It’s an interesting thing. It’s like, no one thinks you’re a whacked-out prepper to have a fire extinguisher, or to have a first aid kit, or to have homeowner’s insurance, you know. “So what are you? Some kind of right wing…” Right? But it’s like, yeah, it’s just, I just view it as a thing. You know, it’s like a peace of mind issue, if nothing else. What I used to have when I was in Seattle, you get so much rain, I bought aโ€”I use this for my garden, but I loved itโ€”where I bought a 250-gallon tank that sat under the, I had a roof deck on top of my house and it came down this downspout, and it rains all the damned time, you know, in the summerโ€”or sorry, in the winter. And I just rigged this 250-gallon tank under my downspout. And you could get, you know, 10 minutes of rain off that rooftop and fill that thing up. And I used to love that thing because I was like, dude, it’s like a, you know, bulletproof, man, as long as it rains.

Tim Ferriss: You mentioned the freeze dried food. There is sort of the good, the bad, and the ugly of freeze dried food.

Steven Rinella: Uh-hmm.

Tim Ferriss: Do you have any particular favorites?

Steven Rinella: Man, it used to be simple. Like in the old days, you had a company, and this company is the pioneer of freeze dried food. I want to tell people real quick, I’m explaining freeze dried food to folks. It’s an interesting process. I wrote a piece for Outside magazine years ago about the freeze dried food industry and freeze dried food. And I revisited that article in working on this book just to get some of it back straight again. But during it, when I was working on this article, I visited Oregon Freeze Dry, and Oregon Freeze Dry does all kinds of military contracting. They do like NASA contracting. It was Oregon Freeze Dry that sent all kinds of products into outer space.

Their consumer brand is Mountain House. And so Mountain House is pretty ubiquitous. Like you walk into any sporting goods store, whatever, you’ll see, I think it even turns up in Costco, you’ll see these square buckets or individual things of Mountain House. And that’s a consumer brand by a major player in the freeze dried food business. What they do is they make, in this process, you produce table-ready food. Okay. So let’s say you’re making spaghetti with meat sauce and you’re going to freeze dry it. They actually make spaghetti and meat sauce. So it looks like you could sit down and eat it. It’s ready to like put in your bowl and serve at the dinner table. They then spread this out, in about an inch layer, on these big, huge sheet trays. They just spread it out about an inch thick on a giant cookie sheet with inch-thick spaghetti and meat sauce on it.

It goes into a freezer, and they freeze it. And like the speed at which it freezes is proprietary. There’s a lot of magic in how quickly you freeze it, because you’re trying to get a certain size ice crystal that’s optimal for freeze drying, but they freeze the sheet. And then it goes into a sublimation chamber. The sublimation chambers bring to mind aโ€”

Tim Ferriss: what an amazing name!

Steven Rinella: Yeah.

Tim Ferriss: Sublimation chamber.

Steven Rinella: Looking at it, it looks like the end of a submarine sticking out of a wall. Okay. And the sublimation chamber is a vacuum chamber. So you put all these sheets of frozen foodโ€”so you could do theโ€”up till now, you could do it at your home, right? They put these sheets of frozen food into the sublimation chamber and then they pull a vacuum on it. Okay. And once they pull a strong vacuum on it, they start to slowly warm up, these heating coils start to warm the food up. Sublimation means that the water goes from a frozen to gaseous state under vacuum with the right pressure, so that it skips the water phase. The ice in melting goes directly to gas and collects on coils. When you pull it out, it doesn’t look any different. If you pulled it out of the sublimation chamber, it would look like just how it went in, except you’d be able to pick it up and break it like a sheet of glass. It’s then mashed up, crumbled up, and put into a bag. That’s freeze dried food.

Shelf life of, with the right packaging, these laminated bags, the right packaging on these products, shelf life of 30 years, 40 years. I think that they don’t quite know the shelf life because no one’s had any sitting around long enough with the right packaging to figure it out.

There’s a love and a hate for freeze dried. The convenience is unbelievable and there are now many more freeze dried companies entering the space and they’re all whittling away at Mountain House. There’s a company, Heather’s Choice, that does some freeze dried stuff. Peak Refuel, we eat a lot of that, does freeze dried food. There are a bunch of them out there.

Now you can buy your own sublimation chambers, I think for like three- or four-thousand bucks, and get a sublimation chamber at your house and make your own freeze dried food if you’re like a super prepper.

Tim Ferriss: Yeah.

Steven Rinella: A few thousand bucks. I was just camping with a guy whose buddy has his own sublimation chamber now, and this dude, whenever he makes dinner, he freeze dries some too. It’s a riot. But a lot of people reportโ€” I’ve experienced those. A lot of people report that there’s nothing harder on a person’s gut than three or four days worth of freeze dried. Most anybody can hack a day or two of freeze dry, but you get it to a point where just something different is going on in the old stomach. I don’t know what it is. I’ve had people tell me that it’s not true. It’s just true. It’s just true. I can’t tell you why it’s true, but it’s true. Some people thrive on it. I do quite well on it. Some people, it just tears them up.

The problem though is that you cannot confuse freeze dried food with dehydrated food. Dehydrated food can take a lot longer to rehydrate. It can be that you don’t get it fully rehydrated.

Dehydrated beans, you want to talk about something messing your gut up, dehydrated beans that you haven’t gotten properly rehydrated can tear you to pieces. Freeze dried rehydrates pretty quickly.

I got a friend that does a lot of backcountry travel, and he’s a minimalist. He’s a lightweight fanatic. He doesn’t carry a camp stove with him. He takes freeze dried food and around noon, he’ll pour cold water on the freeze dried food and then just carry it around strapped to his backpack, knowing that about, by six or seven hours, it’ll have fully rehydrated and he’ll just eat cold freeze dried. If you put hot water in, it’s just ready in eight minutes.

Tim Ferriss: Yeah.

Steven Rinella: Seven or eight minutes. Like I said, you just can’t argue with the shelf life. The stuff came into widespread use with the LRRPs in Vietnam, long range reconnaissance patrols. That was the pioneering days of freeze dried food. Then it had big ramifications for NASA, military use, and such.

When I was at the Oregon Freeze Dry Company years ago, it was funny because I was with one of the guys, a lab technician, he’s like a cook or a chef, executive chef, whatever, there. And we go into this room. It was like their lab room where they have everything on the planet freeze dried. And he’s like, “Name something to see if I have it in here.” And I’m like, “I don’t know. Capers.” And he’s like, “Got it.” You know, they freeze dry everything, experimenting with it. They make freeze dried shrimp cocktail. I’m not kidding you, man. Cans of freeze dried shrimp in freeze dried cocktail sauce. I don’t know if that’s available to the public, but I have a fascination and a deep love-hate with freeze dried, but it is unparalleled as an emergency food, backpacking food, wilderness preparedness food. It is the best thing going. There’s nothing that even approaches it.

Tim Ferriss: Shelf life, I’m looking online, between 25 to 30 years.

Steven Rinella: There was one freeze dried company, when I was working on my article, one freeze dried company, I said, “What’s the shelf life?” And they said, “We switched to this style of bag.” I can’t remember what it was. They’re like, “We switched to this style of bag 30 years ago. It’s all still fine. We’re not making a recommendation.” I don’t know how they handle the recommendation part of it. But they’re like, “We know that it’s at least this, but that’s all the long we’ve had it laying here.” So who knows? Right? It’s good. It’s great stuff. It’s expensive, but it just, you know, fill up a tote with that and put it in your garage and it’s just like you don’t need to check it. You keep mice out of there, you don’t need to check it. Your kids will have emergency food after you’re dead.

Tim Ferriss: Hand-me-downs! Oh, my God. And a note on freeze drying for folks who just want to play with something, the freezer in your home is, at least for a lot of folks, will be the driest place in your home, which is counterintuitive for a lot of folks. So if you want to get a really good sear on a steak, you can actually put it on a drying tray or rack of some type in your freezer for, say, 30 minutes, or 30 might be too long, like 15, 20 minutes before you cook to dry off the surface of the steaks so that you get that Maillard reaction when searing. So that’s a trick that people can also use.

Steven Rinella: It seems that there’s evidence of the Incans doing something similar to freeze drying with potatoes. I don’t remember the details on it, but they would store potatoes. Or, there are instances where potatoes were stashed or stored, you know, at 10,000 feet and preserved through freeze drying. And they would also do an equivalent of, they would sometimes put human remains up 10, 11,000 feet. And I don’t know if you’ve everโ€”I went to Salta, Argentina to visit those Incan children thatโ€”there’s kind of a famous story of these three Incan children that were put in their little rock shelter at very high elevation, so perfectly preserved that you could still see coca leaves on one of the kid’s lips. It looks like they could just wake up from a nap and walk away. But they think that those children are from the 1490s.

Tim Ferriss: Spooky. Wow.

Steven Rinella: Perfectly preserved.

Tim Ferriss: That’s incredible.

Steven Rinella: Like, they basically like, naturally freeze dried at high elevation. They display one of these children at a time in Salta, Argentina. One of them was struck by, at some point in time, one of them was struck by lightning and their hair was burned, but they have beautiful feathers, beautiful clothing, all perfectly preserved. It’s incredible.

Tim Ferriss: Wow. I’m looking at images right now. This is creepy. It’s like something out of the horror movie The Ring.

Steven Rinella: Yeah. There was an issue that they don’tโ€”out of an agreement with the indigenous peoples, they will not display all three at once. And so I believe they rotate the display, unless that’s changed. When I went there to see one of these children, you could only see one.

Tim Ferriss: I wonder why. I guess it could be related to some mythology or superstition or belief system of the indigenous, I suppose.

Steven Rinella: When they looked at theโ€”they did some work there. And when they look at the stable, you know, you can tell people about people’s historic diet. It seems as though those children, if I’m remembering correctly, it seems as though those children spent most of their lives eating primarily potatoes, had a very poor diet for most of their lives. But in the year or so leading up to their death, they had a phenomenally diverse diet and they had with them gifts and trinkets from all over the Incan Empire. And perhaps they were on a sort of tour, being honored across the Empire, festivals and being fed and honored across the Empire, before being brought up and killed on that hilltop. The oldest one had been given a blow to the head with a hatchet, but the other ones, they appear to just have been drunk. They were drunk on some kind of fermented drink and maybe just passed out and left, except for one of them, they had to give a knock to the head. It’s a wild story. Anyways, freeze dried. Freeze dried food.

Tim Ferriss: Wow. I’m looking atโ€”freeze dried children. Don’t eat them. Mummies of Llullaillaco, with the double Ls. I’m saying it with the “ja” since it’s Argentine, but the children of Llullaillaco, which I’ll link to in the show notes. That’s incredible.

Steven Rinella: In a perfect world, I’d go back two more times to see the other children.

Tim Ferriss: So I feel like we can’t end on this particular story.

Steven Rinella: Oh, that was a real digression, but go ahead, pick something different.

Tim Ferriss: Well, let’s talk about what you, or not let us, let you tell me about what you hope and feel the psychological benefits will be from those or for those who read the new book, The MeatEater Guide to Wilderness Skills and Survival, and actually take steps to practice some of what’s in the book, to equip themselves in some of the ways described in the book. I’m just thinking to your story about your son with the truck, but what do you hope or expect the benefits would be psychologically for people to do this?

Steven Rinella: I hope and expect and anticipate that people who spend time with the book will come away feeling more comfortable, feeling comfortable and prepared in wild places and better able to go with friends, loved ones, colleagues, children, what have you, into nature, into the wilderness and not have a, you know, maybe a vague sense of foreboding about something happening or feeling that you’re in over your skis. Or, as we like to say, in over your waders. That when approaching a frozen pond, they, instead of looking at it like, this unknown, super dangerous thing that you dasn’t go near, you would look at it as a thing that’s comprehendible, that there are some simple things you can do to determine, “Is this safe for me to be on? If I do make a mistake and go there and something happens, I know what to do. I know how to do proper risk assessment.” 

That when you’re out camping, you’re not having baseless fears of getting mauled by a mountain lion. You’re not running around with concepts in your head about how to deter animal attacks that are one, unwarranted, or two, the opposite of what you ought to do if you were in that situation. Because I think that even if none of the bad things, if none of the “Oh, shit” things that can befall a person happen to you outdoors, and even if I can come and tell you statistically they won’t, they still live in your head. There’s still an anxiety that people suffer around nature and around the unexplored, around the unusual. And once you arm yourself with a mental toolkit, and a physical toolkit at times, you wind up feeling better. And once you feel better and you get that cockiness, you get, a friend of mine calls your wilderness swagger, everything goes more smoothly for you. You’re able to do and focus on the things that you came there to do and focus on.

So by being prepared, you do away with the nagging sense in the back of your head of, “What would I do if?” It just frees you up. So I just want people to have that liberated, swaggering feeling outside.

Tim Ferriss: Dig it. Okay. Last, or maybe second to last, question. And this could be a dead end, but if you were a cyborg just executing on commands, you’d have a certain kit, a certain approach, be super methodical, all highly rational. Is there anything peculiar you’d take with you on some of your trips or anything absurd that you’d feel compelled to do that would not be in the textbook instruction manual related to skills and survival? Anything particularly Steve Rinella that your friends or companions in the wilderness make fun of you for?

Steven Rinella: Man, I’m going to approach it a slightly different way, but I’ll say that I’m going to approach it a slightly different way. And this is brand new, fresh information. I have a friend who is a very avid Alpine hunter and he uses and likes crampons. Okay? I had always shied away fromโ€”

Tim Ferriss: Can you describe what those are for folks?

Steven Rinella: Crampons are like a thing you lock on your boot, strap on your boot, and it’s cleats. Nothing like a golf cleat, like steel or aluminum spikes that are used for extremeโ€”like, they’re used for ice climbing, extreme mountaineering. Okay? I know he’s always been a fan of crampons and I’d always been under the feeling that I didn’t use crampons in the mountains typically, because I thought that crampons are things people use more to get themselves into trouble than to get themselves out of trouble.

Meaning, you know, some basic repelling skills are good to have. Right? That’s something we cover, but I don’t advise for just normal people, like normal use outside of mountaineering, I don’t advise using that to get somewhere. I would advise using that to like, you got somewhere and now you’re like, “Uh,oh!” and you used it to get out. And I thought crampons were potentially troublemaking, that they would giveโ€” you know the wilderness swagger I mentioned? It would give you too much swagger and you’d wind up doing shit that you should not do. And so I was with him and I finally brought a set of crampons and I came away from it like, “Holy shit,” because even just on a steep pitch, where there’s some wet snow, I used to take for granted that you walked alongside hill and along a steep pitch of wet snow.

I used to take for granted that you just ate shit, right? Every other step. That’s just like, how it goes. You know, it’d be like five steps, whoop, five steps, whoop. And putting those on, I became a believer so quickly in like, moving around on wet grass, icy stuff, how that’d allow you to just grease through areas that I used to view as being hard to get through. So I could see now being a guy at the trailhead with a set of crampons strapped to my pack, and other people at the trailhead being like, “What is this idiot doing?” The same way a month ago, if I saw someone with crampons, I’d be like, “Oh, come on. Come on. Really? Really?” And now I’d be like, if I see that dude, I’m going to be like, “Yeah, bro. Right on.”

Tim Ferriss: “I get you. I get you.” What adventure have you up to this point left unrequited? Like, you’ve had so many trips, so many adventures, so much travel, so much outdoor wilderness time. What is still on the bucket list for you?

Steven Rinella: Oh, that’s an easy one. There’s a river in South America that I’ve done two river trips on, and I was able to do these river trips with a group called the Macushi, a tribe called the Macushi. And they have a few villages along this river. And it’s a long, long river, and they talk about the head of this river. There’s a couple of them that have been there. Most of the guys haven’t been there. And they talk about the head of this river as being like, what they regard as like, kind of like the most magical place on the planet. And the lower end of this river, where I’ve been, blows my mind.

And they have this attitude like, “You haven’t seen shit until you’ve been up this river!” But you’ve got to have about threeโ€”you know, it’s a three-week trip to get up, because you’ve got to portage around all these waterfalls. I don’t have a concrete plan yet, but at whatever point in life that you sort of like, approach retirement but you still have your physical capabilities, I want to go up that damn river until it’s a trickle. Like, ideally, I’d go with my brothers. I want to go up that river so damn bad, I think about it all the time.

Tim Ferriss: Love it. Well, I can’tโ€”

Steven Rinella: To the end. To the bitter end, like I said, to where it comes out of a rock and like, that’s my thing that I want to do. And these guys live off fish when they’re traveling too, and I like fish.

Tim Ferriss: That’s a win-win. Steve, always fun, always a good time, and you’re making me want to get out into the wilderness ASAP and actually to do a fair amount of prep beforehand so I’m not just yet another idiot wandering out with no plan, no contingencies, no nothing. And I’m excited about the book. I’m really thrilled that you were able to carve out some time today. Is there anything else that you would like to say, complaints, comments, requests for the audience, closing inspirational quotes, anything at all before we bring this to a close?

Steven Rinella: At the top of Mount Everest, it’s marine limestone. That’s it. Thank you very much, Tim. I got nothing. You covered it.

Tim Ferriss: All right. Steven Rinella, folks, themeateater.com, @meateater on Instagram, @stevenrinella, with a V. Steven R-I-N-E-L-L-A. The new book is The MeatEater Guide to Wilderness Skills and Survival. I will also link to everything we’ve discussed in show notes at tim.blog/podcast. And until next time, thanks for tuning in.