AI transcript
0:00:10 My guest today is David Senra. David is the host of the Founders Podcast, a cult favorite
0:00:15 at this point, which explores the life and work of hundreds of history’s greatest entrepreneurs.
0:00:19 For each episode, he does something that most people will not do. He reads one or more
0:00:24 biographies about a single founder and then shares the key lessons. It has become incredibly
0:00:29 popular. His new podcast, David Senra, is brought to you by the Huberman Lab team. It
0:00:34 showcases conversations with the best of the best, living founders, and extreme winners.
0:00:39 You can visit davidsenra.com. That’s S-E-N-R-A, davidsenra.com, for all things David and to check
0:00:44 out the new show. And now, without further ado, please enjoy this very wide-ranging conversation
0:00:46 with David Senra.
0:01:12 Who is Brad Jacobs?
0:01:19 So, Brad Jacobs is, I think, the only person in history to start eight separate billion-dollar
0:01:23 companies. So, a lot of people like on the West Coast, you know, texting, they don’t really
0:01:26 know who he is because he’s just been an East Coast guy his whole life. But he started his
0:01:31 first company when he was like 23. He’s 68 years old. He is by far the most energetic
0:01:36 person I have ever been around. And he wrote this book called How to Make a Few Billion
0:01:36 Dollars.
0:01:38 What are some of his companies?
0:01:42 He’s like the roll-up king. So, like, he’d roll up, like, logistics companies and trucking
0:01:47 companies. And now he’s got a massive one that he just took public that’s doing, like, building
0:01:51 supplies. And so, like, early in your career, you might roll up, like, a $5 million company
0:01:54 or a $20 million company. His first acquisition, I think, was, like, $9 billion. So, he’s like,
0:01:59 he just gets progressively, like, bigger and bigger and bigger. But what I find interesting
0:02:03 about him is usually when you study, like, extreme winners, and he’s obviously an extreme
0:02:10 winner, what motivates them is, like, kind of dark. Like, issues with their father, some kind
0:02:14 of insecurity that never felt good enough. They grew up poor and they felt they were born
0:02:20 in, like, the wrong place. Brad does it out of love. He’s got no negativity. He’s just
0:02:23 a very special human being. And the fact that I get to text him and call him and go to his
0:02:26 house is insane. He’s just an amazing human being.
0:02:31 There’s another legend who defeated Roulette and then went on to beat the market, Ed Thorpe.
0:02:32 Yes.
0:02:34 Probably another exception, right?
0:02:35 The exception.
0:02:44 The exception, where he did not eviscerate his personal life in the quest for business mastery.
0:02:48 Yeah, I don’t think anybody’s mastered life, clearly, as much as Ed Thorpe did. Your interview,
0:02:50 your two interviews that you did with him were incredible.
0:02:55 Yeah, thank you. That was such a moment of gratitude to have the chance to interview him.
0:03:01 Especially because he is so, so sharp at his age. I can’t recall his exact age right now.
0:03:03 He was, like, 89 or something like that.
0:03:09 Yeah, that’s the, if you want a holistic figure to consider emulating, Ed Thorpe would be on a
0:03:11 very, very, very short list.
0:03:12 I can think of three out of 400.
0:03:14 All right. Who are the three?
0:03:18 Ed Thorpe’s at the top. Soul Price, who’s the one that invented essentially, like, the
0:03:22 warehouse model, like Costco. Like, Jim Senegal was mentored by Soul Price when Jim Senegal
0:03:26 was, like, 18. So Jim Senegal, founder of Costco, built one of the greatest companies in history,
0:03:30 and he has this great line in Soul Price’s autobiography, and Soul Price’s son wrote his
0:03:34 biography. People are like, oh, you must have, when Soul died, he’s like, you must have learned
0:03:38 a lot from Soul. He goes, no, I didn’t learn a lot. I learned everything. Everything that
0:03:44 I know I learned from this guy. So Soul Price, same thing. Good husband, good father. Didn’t chase
0:03:48 after more money at the expense of other areas of his life after he already had enough money,
0:03:54 which is what Ed Thorpe turned down so much. Hundreds of millions, if not billions. He could
0:03:56 have, like, collected. He’s just like, I already have more money than I can ever spend. Like,
0:03:58 why would I do that? And then I would say Brunello Cuccinelli.
0:04:04 How are those examples different? You should explain for folks, I mean, look, everything I’m
0:04:09 wearing, I got for free. So you should explain to people, I did not know the last name you mentioned
0:04:15 until a few years ago. Yeah. Because I won’t dox them, but Tony, my friend Tony is basically covered
0:04:21 in Brunello. Who is this? So Brunello Cuccinelli wrote this, I don’t even know the name. I read the
0:04:27 book. It’s like something about Salomeo. Essentially, he sells $5,000 sweaters. He sells sweaters that
0:04:33 were more than my first car, but he grew up in like very rural Italy. And then everybody at the
0:04:36 time, there was essentially the hollowing out of his community. Everybody had moved to the cities.
0:04:43 He is a very soulful dude. So Brunello essentially works. He essentially bounds his life where it’s
0:04:47 like, you work nine to five. You’re not allowed to like send an email to the company after five.
0:04:51 You have to like take a break for lunch and have this like great Italian food. And then he spends his
0:04:56 nights reading and then going on long walks and then sitting in the cafes in this like little town that
0:05:00 he essentially like rebuilt and reinvested in. And he likes having cappuccino and like debating
0:05:04 philosophy. He’s just like a real soulful dude. Now the one criticism people have is like, yeah,
0:05:10 that business model works when you have, you know, 70% margins and your sweaters are as much as a Honda
0:05:15 Civic, you know, but he was very intent. I don’t care what people do. He’s just very intentional.
0:05:22 So let me come back to this question of clean fuel versus let’s call it dirty fuel. And there’s a lot
0:05:27 in between. So I don’t want to look at it in a totally binary way, but why do you think of the
0:05:34 say 400 plus that you can only call to mind three or four at Thorpe, Saul price, Brunello Cuccinelli,
0:05:42 Brad Jacobs? Why are there so few who seem driven in that particular, let’s just call it positive way,
0:05:48 or that they can pursue business excellence without having a lot of collateral damage in their personal
0:05:54 lives. What do you draw from that? And look, maybe these are just different animals and out of the
0:06:02 box, these four are just fundamentally different from the other 396 or so. What is your take on that
0:06:04 thin slice of the total?
0:06:08 I would add another one to the list. You’ve also interviewed him, Michael Dell. Recently I’ve spent
0:06:12 like hours and hours with him. We had like a five hour dinner and then I just recorded a two and a half
0:06:20 hour conversation with him for the new show. He is in love. His is very positive. Now he has a big
0:06:24 fear of failure, which almost, I think me and you probably share this as like, well, I won’t speak
0:06:29 for you. I want to ask you actually, like I am way more afraid of failure than like, I love winning.
0:06:36 I mean, that’s true for everyone. I know who wins a lot. I don’t think I can think of a single
0:06:43 exception in terms of someone who celebrates the wins as much as they punish themselves for the
0:06:47 losses. I’m not saying that’s a good thing. I’m just saying that’s pattern matching.
0:06:51 But even now with all the success that you’ve had, like is your inner monologue still negative?
0:06:59 I mean, there’s a lot of negative. I’m working on that. I look at some of the, I don’t want to call
0:07:03 them maxims, but you’ve quoted the, I think it was the founder of the Four Seasons.
0:07:05 Yeah. Excellence is the capacity to take pain.
0:07:15 Right. And there may be some truth to that, but I feel like it’s very risky for me to take something
0:07:22 like that and wear it as a marching order for life because I already tilt in that direction and
0:07:33 not all pain is productive. And I think for me, when you are already tilted in that direction where
0:07:37 you believe if there isn’t pain, if there isn’t some degree of suffering and you’re not trying hard
0:07:44 enough, it’s very easy to become a hammer looking for nails. And that can have a lot of repercussions
0:07:46 for your relationships also.
0:07:47 For sure.
0:07:53 And if your self-talk is negative, at least in my experience, when I’ve seen in a lot of my
0:08:01 friends and peers and founders, very often you end up having a similar type of dialogue with people
0:08:08 around you and that can have huge repercussions. So that doesn’t give anyone a neat, tidy, silver
0:08:09 bullet of an answer.
0:08:09 Yeah.
0:08:16 But yeah, the negative self-talk, there’s a place for it, but like the nuance to me matters a lot. If it’s
0:08:22 like, you’re a piece of shit, you always do X, why don’t you do Y? And that has a good outcome,
0:08:25 I would still want to refine the process.
0:08:30 I read this biography of Jensen Wong, which is fascinating because it’s like right after one of
0:08:35 the best quarters in NVIDIA history, he starts this meeting and he says, I woke up this morning,
0:08:40 looked in the mirror and said, why do you suck so much? So he’s definitely driven by it.
0:08:40 He’s hardcore.
0:08:42 Oh, he’s very hardcore.
0:08:49 He’s hardcore. He’s hardcore. So I guess what I’d also like to ask you is about not necessarily the
0:08:53 people you study. And hopefully you take this as a compliment. It’s intended like the highest
0:08:57 compliment. But when people ask me about you, they’re like, so what’s the story? Like, why do
0:09:02 people like his stuff? And I’m like, well, you know, I can only really speculate, but I feel like
0:09:11 you are in a way like what Dan Carlin did with hardcore history, like you do for business and
0:09:13 hardcore history is my favorite podcast.
0:09:19 I think Dan Carlin is the greatest podcast server live. The reason I do a solo history show is because
0:09:23 Dan Carlin, I’ve given away his back catalog. I wish he would change his business model.
0:09:30 It is a bit janky, but like, if you want to just listen to like the greats, I mean, the
0:09:36 wrath of the cons blueprint for Armageddon wrath of cons, I think is the best podcast series ever
0:09:41 created. In my opinion, blueprint for Armageddon, like just everything I’ve listened to. He only
0:09:46 has like 55 episodes. He was doing it for like 15 years. I fell asleep at night right now. Last
0:09:50 night I fell asleep listening to his new one. It’s not even new. It’s like six months old. Cause
0:09:54 he did not release any episodes. Mania for subjugation part two about the relationship
0:09:58 between Alexander the great and King Philip. Amazing. He just puts me to sleep. He is the
0:10:03 greatest. So the, you know, the reason that I mentioned that is like, I feel like I’ve learned
0:10:11 so much from Dan Carlin. I’ve learned so much from your episodes. I’m curious though, as I know
0:10:16 another person you’re a fan of Derek Sivers, who I’ve known, I think since 2007, amazing entrepreneur.
0:10:20 People can look him up. I’ll give the one liner, which is sort of this like philosopher
0:10:26 for King programmer entrepreneur who started companies, gave the vast majority to a charitable
0:10:33 trust to fund musical education. At one point was the ringleader in a traveling circus, played
0:10:42 guitar and sang at like a pig state fair and has just crafted the most unusual and Derek life
0:10:48 for himself and given his family permission to do the same for themselves. Really a true original
0:10:54 thinker who also shows it in his actions. And this is where I’m going. So Derek has this line,
0:11:00 which is along the, I may be paraphrasing it slightly, but the gist is, you know, if more
0:11:08 information were the answer, we’d all be billionaires with six pack abs. So what do you see or surmise
0:11:14 about people who make the leap from listening to your podcast about all of these icons and people who have
0:11:19 not just, you know, once you’re lucky twice, you’re good, but in some cases they built, you know, eight
0:11:24 billion dollar companies or in that case, I might come back to the acquisition kind of roll-up
0:11:31 archetype. So the people who make the leap from ingesting information to actually implementing and
0:11:34 those who don’t, what’s the missing piece in the middle?
0:11:38 The way I think about it, the maximum I’ve made for myself on this is like learning is not memorizing
0:11:42 information. Learning is changing your behavior. And so if you didn’t change your behavior, this is
0:11:46 just all mental gymnastics for you. You’re just wasting your time. And so what I’m trying to do,
0:11:52 I didn’t even understand what I was doing. I had to have as many happens in many cases, like somebody
0:11:58 outside of you seeing what you’re doing actually gives you what this whole thing is about. I have a good
0:12:03 friend of mine, his name is Jeremy Gaffan and he’s really quick witted and he has a way to like
0:12:08 condense ideas really well. And we’re just walking around, taking a walk in Miami beach one day. And
0:12:12 he’s like, Oh yeah, it’s pretty obvious. Like what this whole thing is. And I didn’t even think he was
0:12:16 thinking about it. Right. I was like, what do you mean? And he’s just like, Oh, you never had any
0:12:21 positive influences. You didn’t have any mentors. And so if you, you take somebody like you, who’s like
0:12:25 psychopathically driven and really has an obsessive personality, like that’s what this whole thing is.
0:12:29 You’re just reading book after book after book to try to find the path, to try to find the answer,
0:12:35 to try to find the way out. And I felt like naked when he said this, I’m like, I think he’s right.
0:12:40 I think he’s right. And so for me, like, I’m definitely not just reading. Like I’ve been
0:12:44 taking all these ideas. The unfair advantage I have is like, I have one-sided conversations with
0:12:47 history’s greatest entrepreneurs. Right. So like every week I sit down and read another biography
0:12:53 and then because I like to talk, this is good because I have to shut up. I can only listen
0:12:57 because this is what I think it is. That’s why I think reading a biography is like a one-sided
0:13:02 conversation. And then I take that and I would be doing this even if I didn’t record it, but then
0:13:07 sitting down once a week and condensing my thoughts, right. And reacting to it turns into an act of
0:13:11 service. Right. So then I take the ideas. I’m like, Oh, that’s a good idea. I’ll take that and apply it to
0:13:14 my business, which is the podcast. And it keeps getting better and better. I was like, Oh, these ideas
0:13:19 work. So I’ll keep doing this. And then now what has happened is the people that are trying to be
0:13:24 great, have studied great people that came before them throughout human history. Caesar was studying
0:13:29 Alexander and like Steve Jobs was studying Edwin Land and Edwin Land was studying Alexander Graham
0:13:33 Bell and everybody, if you’re interested in American entrepreneurship, it all kind of goes back to
0:13:38 Benjamin Franklin. Everybody looks backwards like that guy or that woman was great. How did they do
0:13:42 that? And so that is an enduring part of human nature. It’ll never change. It’s going to happen while
0:13:46 we’re alive. It’s going to happen a thousand years from now. And so what I didn’t understand what I was
0:13:49 doing is that you put it out into the world, just like your work is like a tuning fork.
0:13:55 It’s like, then the people that are really great also do this and they have a deep love of history.
0:14:00 And so if you look at the people that I’ve been talking to from the new show, that’s not even
0:14:07 released yet, they came because they’re fans. They’re in the audience. And it’s just like the
0:14:11 parasocial relationship people have a podcast. I’m close to the people at Spotify. I spent been to
0:14:15 Stockholm twice the last six months. And I was talking to the head of business at Spotify.
0:14:20 His name’s Alex. We were talking for two and a half hours, like pretty animated. And I was like,
0:14:24 I’m not building a media company. I’m building relationships at scale. And he’s like, what?
0:14:28 You say that again? I go, what a podcast is, is building relationships at scale. This is the
0:14:31 first time we’ve ever met. We should talk about how I found you. I found you on MySpace. I’m going to
0:14:35 tell you that. But like the reason we, and we’ll go to like the influence that you played on having
0:14:40 founders. Just like, but I know who you are. Like we could sit down and talk for eight hours because
0:14:45 I know you. There’s no possible way I can consume all of your books and I don’t know, 600 hours of
0:14:51 your podcast and not know Tim. You can’t act for that long. And so what I didn’t understand is like,
0:14:57 oh, this other path of me trying to find good information, valuable information. Like I came from a
0:15:01 family. It was like, oh, I’m the first to graduate college. That’s nice. No one even graduated high
0:15:05 school in my family. Like there’s no reading. There’s no self-improvement. The only thing my
0:15:09 family read is the Bible. And like that can be taken to a crazy extreme. My mom-
0:15:10 You also didn’t go to prison.
0:15:15 Yeah, exactly. The first, and my grandfather, my, I shouldn’t even say this publicly anymore. You have
0:15:19 a big podcast. I, I would say stuff on small podcasts and forget that things get bigger later
0:15:23 on. So I say crazy stuff that I should not be saying, but whatever, we’re too late now. But yeah,
0:15:30 my grandfather, my father, my brother, like I remember being in high school and hearing bang and five guys at
0:15:34 five 30 in the morning, come and grab my brother. And I don’t see him for four years. Like that’s a
0:15:39 fact. So my point being is then I’m like, oh wait, I put this podcast out and then it attracts the
0:15:44 same people that are in the books. And then, you know, the fact that I can spend five hours with Michael
0:15:49 Dell and he tweets about the podcast and LinkedIn’s about it and just giving me phenomenal advice.
0:15:53 And then we obviously we recorded a conversation, but before that, they just want to help you
0:15:55 because they got value from that.
0:16:01 Just a quick thanks to our sponsors and we’ll be right back to the show.
0:16:07 Listeners have heard me talk about making before you manage for years. All that means to me is that
0:16:11 when I wake up, I block out three to four hours to do the most important things that are generative,
0:16:18 creative, podcasting, writing, et cetera. Before I get to the email and the admin stuff and the reactive
0:16:24 stuff and everyone else’s agenda for my time. For me, let’s just say I’m a writer and entrepreneur.
0:16:31 I need to focus on the making to be happy. If I get sucked into all the little bits and pieces that
0:16:38 are constantly churning, I end up feeling stressed out. And that is why today’s sponsor is so interesting.
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0:17:20 doing what I love most, making things, mastering skills, spending time with the people I care about.
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0:17:57 There are no material conflicts other than this paid testimonial. And of course, all investing involves
0:18:03 risk including loss of principle. So do your due diligence. In the last handful of years, I’ve
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0:18:16 found compounds all over the place. One place I looked is in the kitchen. Many people don’t realize
0:18:22 just how toxic their cookware is or can be. A lot of nonstick pans, practically all of them,
0:18:28 can release harmful forever chemicals, PFAS, in other words, spelled P-F-A-S, into your food,
0:18:34 your home, and then ultimately that ends up in your body. Teflon is a prime example of this. It is
0:18:40 still the forever chemical that most companies are using. So our place reached out to me as a potential
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0:18:53 And that is the Titanium Always Pan Pro. And the claim is that it’s the first nonstick pan with
0:18:59 zero coating. So that means zero forever chemicals and durability that’ll last forever. I was very
0:19:04 skeptical. I was very busy. So I said, you know what? I want to test this thing quickly. It’s supposed to
0:19:08 be nonstick. It’s supposed to be durable. I’m going to test it with two things. I’m going to test it with
0:19:15 scrambled eggs in the morning because eggs are always a disaster in anything that isn’t nonstick with
0:19:20 the toxic coating. And then I’m going to test it with a steak sear because I want to see how much
0:19:29 it retains heat. And it worked perfectly in both cases. And I was frankly astonished how well it
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0:20:24 I want to go back to the note-taking and then converting that into some type of action.
0:20:25 Yes.
0:20:30 You’ve done that. You’re hitting, and you’ve had a number of these, but inflection points where
0:20:36 now you can sit down with some of these icons and have these extended conversations.
0:20:41 Even if you did not have that direct access, maybe your process with the note-taking wouldn’t
0:20:49 change. I’m just curious how you read one biography or multiple biographies on a person and what the
0:20:56 actual note-taking process looks like, right? Because I’ll volunteer what I do a lot. I use Kindle not
0:21:02 for the convenience of the device, although that is convenient. Not because I can listen on Audible or
0:21:06 actually do it through the Kindle app and then stop and highlight things, which is also why I use it.
0:21:12 But the highlighting overall is the reason. And then exporting or using something like Readwise in
0:21:19 addition to synthesizing my highlights. And I believe you also use Readwise quite a bit. I’m not sure if
0:21:20 you still use it.
0:21:20 Oh, yeah.
0:21:24 But what does your process look like? And I know, for instance, like Maria Popova, who’s this like
0:21:31 voluminous, prodigious genius of a writer. He used to be brain-picking, since the marginalian now.
0:21:37 She has a very particular process for synthesizing and putting everything together. How do you do
0:21:37 that?
0:21:41 Okay, so I actually think I’m going to sit down and make an episode about how I make these.
0:21:46 There’s actually an older idea here that I just went through when I reread James Dyson’s
0:21:49 autobiography, both of them actually. But the first autobiography I’ve read like five times.
0:21:53 The second one, I think this is the second or third time I read it. But one of the genius things
0:21:57 that he did, you know, when no one knew who he was, Dyson wasn’t a thing. Like now it’s one of the
0:22:02 most valuable private health companies in the world. You walk into a retail store. He had one
0:22:06 product in one market at the time. And you see, you know, I’m going to buy a vacuum cleaner. Five
0:22:09 of them kind of look the same. And then you have this like alien looking thing at the end. But then
0:22:13 what he said, he’s like, hey, what is the advantage I have? I’m going against all these like huge
0:22:18 multinational conglomerates. And I’m just some bloke that cares about vacuum cleaners in this remote
0:22:24 part of England. So he convinced all the retailers to let him write a story on a little leaflet and
0:22:29 they would hang it on the handle of the Dyson. And it tells a story. It’s like two or 300 words of who
0:22:34 made it, why they made it, why they love it so much and why you should buy it. People buy stories.
0:22:38 So that’s what I was saying is like, that’s not the first time I came across that idea.
0:22:44 You go back to the early 1900s and there’s this guy named Claude Hopkins. I am always interested.
0:22:50 You are, I read scientific advertising. Yes. In the very beginning. Okay. I’m always interested
0:22:55 who influences the influencers, right? So let me give you an example. I haven’t thought of that name
0:23:00 in so many years. So much shit on this. Claude Hopkins. So like I became obsessed. We were talking
0:23:06 before we recorded that we both, well, I won’t speak for you. Love and admire. And mine is borderline
0:23:11 idolize Charlie Munger. If I can only learn from one person for the rest of my life, if I could say,
0:23:16 hey, you can only read this guy’s words, pick one person. I’m picking Munger. I just love everything
0:23:21 about him. And the idea that I got to meet him is insane. Like absolutely insane. So when I’m reading
0:23:24 about Munger and Buffett, I’m like, man, these guys are really genius. I didn’t know anything at this
0:23:29 time. It’s like 10 years ago. And I’m like, these guys are genius. And then they kept mentioning this
0:23:33 guy named Henry Singleton over and over again. And they will tell you, if you admire somebody,
0:23:38 what I think is hugely important, they will tell you who influenced them. And then you have to go
0:23:42 and read about these people and then you’ll find who influenced them. And you realize that the ideas
0:23:46 didn’t start with them. They don’t start with us. They can’t die with us either. You have to push
0:23:51 them forward down the generations. And so I’m like, oh, this guy’s interesting. Charlie Munger said that
0:23:55 the smartest person he ever met was Henry Singleton. He’s best friends with Buffett. Like Buffett’s
0:24:00 obviously, I was, how did he say that? And then Buffett says that it’s a crime that business schools
0:24:05 don’t study Singleton. That’s hell of language. Like that’s very strong language. And so then you
0:24:10 start reading, I’m like, oh my God, the ideas that I thought were Buffett and Munger’s were
0:24:14 Singletons. And so you see this over and over again. I was obsessed. Another guy that Buffett
0:24:18 introduced me was David Ogilvie. David Ogilvie, I think is one of the best writers I’ve ever come
0:24:23 across. And Buffett keeps mentioning his shareholders. He’s like, this genius named David Ogilvie.
0:24:25 Why is Buffett calling this guy a genius?
0:24:27 I read Ogilvie’s stuff at the same time that I read Hopkins.
0:24:31 Because if you read Ogilvie, what does he talk about? He’s like, that’s the genius. I’m not the
0:24:36 genius. I’m just regurgitating Claude Hopkins’ work. And then he tells the story of Albert Lasker
0:24:42 who made more money. There’s like, you know, let’s call them a dozen great advertising agency
0:24:46 founders, you know, the madman era. And the one that made the most money was this guy named Albert
0:24:51 Lasker. And he had the simplest business, no art department, no research department. He had Claude
0:24:56 Hopkins writing copy and his words rang the cash register. And if you can bring more customers to
0:25:01 businesses, they will pay you a lot of money. And it turns out that this guy wrote, Claude
0:25:05 Hopkins wrote this book called Scientific Advertising. He would try to publish it. It was
0:25:12 essentially the way he, it’s the secrets of Lasker and Lasker hit it in a safe for 20 years.
0:25:13 And if you-
0:25:15 Yeah, I’ll get that right over to the agent.
0:25:16 Stick that in the safe.
0:25:22 And so if you read this, he’s like, hey, it may be boring to you. He uses example of Schlitzbeer,
0:25:27 right? They were fifth in the market chair and they hire Hopkins. They’re like, we want
0:25:29 to sell more beer. And so he’s like, okay, well, I’m going to, he does the same thing he
0:25:33 does. He does a lot of research and he goes and he tours their distillery and he’s blown
0:25:37 away by like, you know, that we triple distill the water and I don’t know how beer is made.
0:25:40 I don’t even drink that much. But like he explains the entire process and Claude’s like, this is
0:25:44 amazing. Why don’t you guys talk about this? He goes, because our process isn’t different
0:25:48 than any other distiller. He goes, yeah, but no one’s telling that story. And so he writes
0:25:53 these huge, essentially, you know, 1500 words, 2000 words of this is how the beer that you’re
0:25:58 about to drink is made and goes from fifth to first because people buy stories. And so
0:26:04 to answer your question on like, I think what I should do is sit down. Maybe I’ll just clip
0:26:07 this and be like, okay, this is how I make the podcast or how I consume information. So
0:26:11 I think me and you share a love of the writing of Cormac McCarthy.
0:26:19 Sure. Oh my God. Yeah. Beautiful and brutal in equal measure. So the road, blood meridian.
0:26:23 I mean, there are many other examples, all the pretty horses, the border trilogy, just
0:26:28 everything. The guy just read everything. He’s just incredible. The road, no country for
0:26:32 old men. I saw the movie before I saw the book. It’s crazy house. Like they barely had to change
0:26:38 any words. It’s like he wrote a script. So he says something that’s fascinating that subconscious
0:26:42 is older than language. They’re like, how’d you write blood meridian? He goes, I didn’t.
0:26:47 He’s like, I sat there and it came all from my subconscious. I just like, I eliminate anything
0:26:50 that got in the way of it. Man, you must have a busy therapist.
0:26:54 Oh, I couldn’t imagine what’s in that guy’s head to write that book. The judge, the judge
0:27:01 is the craziest. So dark, so dark anyway. So anyways, so I am all intuition, all feeling. So
0:27:08 basically what I do is I sit down with a book and usually I do this physically and it’s like
0:27:10 I’m doing arts and crafts over here. I sit down with a physical book because that’s how
0:27:14 I fell in love with reading. You know, like I don’t have memories before I had a love of
0:27:18 reading. And I think one of the best things that ever happened to me is the fact that I
0:27:21 don’t know why my reading grabbed ahold of me since I was like four or five years old.
0:27:25 So my mom was dying of breast cancer. What I said about the only thing they read is the
0:27:28 Bible that you could take that to an extreme because like she tried for two years, she tried
0:27:34 to pray her cancer away. And by that time, by the time we convinced her to see an
0:27:38 oncologist, the word he used was the horse is out of the barn. And there’s just the most
0:27:43 grueling way to die when you have, it spreads to your bones. Like if that happens, I’m calling
0:27:47 you to put a pillow over my face. Like I’m just not going through that. It’s just, it was
0:27:51 just a terrible thing to see. But one thing she said, she’s like, you’ve just been like
0:27:53 this forever. Like when you were a kid and you’d read the back of cereal boxes, I’d walk
0:27:56 in every single room. I did this when I come in here and just, you just automatically read
0:28:00 everything that’s on the walls. So I have no idea where this came from. I didn’t choose
0:28:04 the passion of reading. It chose me and all of it is intuition. I sit down with a physical
0:28:07 book because that’s how I fell in love with reading. I sit down with a pen.
0:28:08 And your mom would bring you to the bookstore, right?
0:28:09 Yes. Yeah.
0:28:11 Because they won’t kick you out for reading.
0:28:15 Yeah, exactly. And the library and then like, even, and this is, I remember the first time
0:28:19 it’s like, this is maybe before I even knew words because I was obsessed with Where’s Waldo.
0:28:23 So it was like my first memory. So you’re not reading anything. You’re just like finding
0:28:29 the guy with a striped shirt or striped sweater. So basically I sit down, physical book, pen,
0:28:36 six inch ruler, post-it notes, and scissors. And I just read and I don’t think. And if something
0:28:41 jumps out to me, I highlight it, whatever pops to my mind. And normally as our mutual friends,
0:28:46 like Patrick, Chris, Rick, they’ll all see this. It’s just like, I’m not actually listening to what
0:28:49 you’re saying. There’s an idea behind it.
0:28:55 Meaning you’re not taking what the author says literally. You’re looking at the idea behind.
0:29:01 I’m just looking for the essence. So like if me and Rick are talking about like a giant deal that
0:29:05 he wants to invest in, I’m thinking about how that’s similar to how Fred Smith built FedEx or how Jim
0:29:09 Casey built UPS or how Buffett thought about, you know, buying seized candy.
0:29:12 So what, so what do you do with the post-it notes and the scissors and the ruler?
0:29:17 So basically like I underlined that sentence and then whatever popped my mind and I’m like,
0:29:20 oh, this is kind of like James J. Hill when he was building the only profitable,
0:29:24 successful American railroad. And like, you just write down whatever comes to mind.
0:29:25 It’s on the post-it.
0:29:25 On the post-it.
0:29:26 And that goes on the page.
0:29:30 It goes on the page. So then I’m writing it down and then like, you know, I might have three
0:29:33 sentences, but the post-it notes three by five. So I have to cut it. It has to be clean. It has to
0:29:38 look good. Like there’s a beauty to it. Like I am irrational, like crazy when it comes to this
0:29:42 stuff. This is why I think I picked up on your work right away. Cause I see a fellow nutcase and
0:29:48 obsessive where like I hand edit now my transcripts. So everybody’s like, you should
0:29:52 outsource it to AI. You should outsource it to India. No, I have to touch it. I have to feel it.
0:29:57 I have to like, I just love it. I’m not doing it to do it quicker. I like what Jerry Seinfeld says.
0:30:03 The hard way is the right way. I like the hard way. This also goes back to obviously have some kind of
0:30:08 like dark thing driving me, which we can dive into if you want. But so then you go through the entire
0:30:14 book, right? And so then I have to take pictures of it into the Readwise app because you do the
0:30:19 smarter way. Kindle would just automatically go to Readwise. Well, I still use physical. I’ll explain.
0:30:23 I’ll trade. I’ll tell you how I use physical. Want to go do it now? Or you want me? Yeah, sure. Well,
0:30:27 okay. So don’t lose your place. I won’t. All right. You got the scissors. I want to, I want to know
0:30:31 about the ruler. Oh, I guess the ruler. Well, I want you to explain. Straight lines. It has to be
0:30:39 straight. Okay. So we both have pretty moderate to severe OCD. I remember when I was diagnosed by
0:30:45 the psychiatrist who was doing some like preliminary formality of taking me through these assessments
0:30:51 before I was going to have this experimental brain stimulation, semi-experimental. And he had to check
0:30:56 the boxes and he went through these hours and hours of stuff. And he’s like, you know, if I need to take a
0:31:01 seat, if we need to take a break, I understand. And he gave me this OCD diagnosis. I’m like, yeah,
0:31:06 what else is new? I knew this about it. Yeah. I don’t need time. So the way I use physical and I do
0:31:13 use physical still quite a bit is I will, this is another question that maybe you can answer when you
0:31:18 pick back up is how a second or third reading differs from the first. Because when I read it the
0:31:22 first time, I’m doing something very similar to you. I’m underlining things, or if that’s just too much
0:31:28 work because the book is actually a gem and has a lot, then I will just like bracket it on the side
0:31:35 of the paragraph so that I know what the highlight is. Then I will go through, if I read it a second
0:31:42 time, and I will put T2 in a circle next to the things that still stuck out on a second reading.
0:31:46 Now, sometimes you’re just a different person. If you read it like five years later and your lived
0:31:52 experience and your position as life is different. But if I’m doing it in somewhat rapid,
0:31:58 succession, I want to see what sticks on a second or third reading. So you’ll see like two T2,
0:32:04 T3, et cetera. Sometimes it’s just fun to see how I change over time with like the moral letters to
0:32:08 Lucilius by Seneca the Younger. People can find it in all sorts of compendiums. I put out a free PDF
0:32:13 called the Tao of Seneca. I like to just see where I am at different points in my life, what resonates.
0:32:20 And then typically with any physical book I’m creating, I just did this with a book I finished
0:32:25 yesterday called Deep Tech by Pablo’s Holman, where I’m creating an index in the front.
0:32:31 So whenever there’s a page that really, really sticks out, I’ll write down like 168, whatever it
0:32:36 might be, right? Someone I want to look up, someone like a Claude Hopkins whose name gets dropped. And I’m
0:32:41 like, that seems important. All right. And so I have this index and then I’ll take a photograph of the
0:32:44 index just in case I lose the book, which has happened. And that’s always painful.
0:32:50 I also will have, I’ll make a little box on the bottom right-hand corner of some of the front
0:32:56 matter pages and I’ll put next steps there. Wait, what’s the front matter? So the front matter would
0:33:02 be the copyright page, the title page, the pages that don’t really have any content on them. Maybe
0:33:07 there’s a dedication page. It’s like, to ma, you know, it’s like, okay, that’s a blank page that I can
0:33:12 use. So on the, like the bottom right-hand corner, just two lines that create sort of a box.
0:33:17 I will write down next steps. So for every book, not every book, in some cases, it was just for
0:33:22 pleasure and it’s fiction, but even then sometimes ideas will pop into mind. I’m like, okay, what is
0:33:27 at least one kind of next step? Maybe it’s looking up someone like Claude Hopkins. Maybe it’s an action.
0:33:31 Maybe it’s a phone call. Maybe it’s an email, but like along the lines of David Allen and getting
0:33:37 anything’s done. It’s like one physical next action. And so I almost always have that in
0:33:42 nonfiction books. I take photos of all that. I used to put it all into Evernote. I still sometimes do
0:33:46 that because I’ve been using it forever and I have thousands of them. You’re the last Evernote standing.
0:33:51 I might be. Yeah. I use scannable to get it into Evernote, but the point is I have a way to then OCR
0:33:55 it so I can search it. All right. So that’s, that’s basically what I have to do now, which takes an
0:34:00 unbelievable amount of time. But again, then now, so I’ve already read it one time. Now I have to input
0:34:06 it into Readwise. And so you take a picture of it and it’s laborious. And now I’ve read it for the
0:34:10 second or maybe a third time. Cause then you take, you see on the page and then you have to make sure
0:34:13 that it matches up between the page and what’s on your screen. And so you’re reading it over and over
0:34:18 again. So then I get it all into Readwise. You want to take a sidebar just to explain what
0:34:22 Readwise is? Readwise is essentially just a way to keep track of your notes and highlights from
0:34:27 everything you read. And now they’re expanding out because it turns out the total adjustable market for
0:34:30 people that want to keep highlights and notes. First of all, how many people are reading books
0:34:35 now? That number is dwindling, unfortunately. And then of that subset of smaller and dwindling people,
0:34:39 how many are read as much as you and I do? And then they want to essentially giant searchable
0:34:43 database of everything you’ve ever read. It’s like super valuable. And they charge like $99 a year for
0:34:47 it. So now they have, basically they were running this for six years. They have a new like web reader
0:34:50 app. And they said they made more money in six months from that, that it didn’t Readwise for six
0:34:55 years. This is like, obviously not a lot of people that want to do this, what the thing that we’re
0:35:00 describing doing. I used to read the physical book because I actually, let’s back up. And I want to
0:35:05 tell you like the role that you played and don’t let me forget where I’m at though. Yeah. So I went
0:35:10 to like a shitty college because I remember like when I was in your senior year, you know, I went to public
0:35:13 high school and everybody’s like, where are you going to school? And I didn’t understand what they
0:35:18 meant. I’m like one I can drive to like the one I can like go to at night. Cause I have to work during
0:35:22 the day. Like, I don’t know what you’re talking about. Like I didn’t know I got kicked in my house
0:35:27 when I was 18 and I had to live in student housing. Why’d you get kicked out? My mom’s
0:35:32 side of the family has like severe mental illness and just like some of the worst people you’ve ever
0:35:41 met. And they just had this belief that like you kick your kids out when you’re 18. I got out of
0:35:46 the nest. It is not even that. It’s like they pick a fake fight. That was the point of contention
0:35:51 between my mom is she had undiagnosed mental illness for sure. Maybe not schizophrenic,
0:35:56 definitely bipolar. Her sister is schizophrenic. And listen, man, as you get older at the time,
0:36:02 I had a lot of anger, super, a lot of anger. Cause I didn’t understand why they’re doing what
0:36:06 you’re doing. And then you get older and then you have your own kids. So I went through this crazy
0:36:11 thing where like, I think I like hated them even more. Cause when my daughter was born, I’m like,
0:36:15 I remember seeing her for the first time. I was like, like, you think you love a woman?
0:36:21 No. Enzo Ferrari has this great line that it’s impossible for a man to love a woman. The only
0:36:25 true love he has is for his kids. And I understand what he meant. I think Ryan Reynolds said it best
0:36:30 where it’s like, I never thought I’d love anybody as much. I love Blake Lively. And then she gave birth
0:36:32 to our daughter. And as soon as I looked at the daughter, I knew if we were ever under attack,
0:36:39 I would use Blake as a human shield to protect that baby. Like it’s funny, but it’s literally when I
0:36:43 heard him say that, I go, yes, that’s it. So that means the memory all the more painful.
0:36:48 Then I was like, how the, how did you do this to your children? Then you get more experience.
0:36:55 And then you’re like, yeah, but like, imagine you grew up like they did like poor white trash.
0:37:01 My grandfather raped all his daughters, including my mother raped all of his daughters. I didn’t know
0:37:04 about this until after he died or else I was, would have been in the one who put them in his grave,
0:37:10 raped his daughters, raped his granddaughters. They lived in this like shitty house in Indiana
0:37:17 with one bathroom. There was a two bedroom. She had three sisters. The only bathroom is in my
0:37:23 grand, I call them grandparents. I hate them with all of my being in their room. And so if you wanted
0:37:29 to go in the bedroom at night, he was a monster, they would urinate in cups and pour it out the
0:37:34 window. Wow. So again, it doesn’t excuse the bad decisions they made and the unhappy marriage my
0:37:40 parents had and all this other crap, but it’s just like, all right, like imagine that, imagine that
0:37:46 you destroyed your kids. That person was supposed to protect them. We, I can’t even talk about this,
0:37:52 but anyways, we would fight a lot and she’d be alternate depending on the day. Like she’d be
0:37:57 the kindest person in the world or like, like a storm. And so the unfortunate part was when she
0:38:04 got diagnosed with cancer, we hadn’t spoken six months. So she only survived another, I think two
0:38:09 years. So that means the last two and a half years, I miss what, like that’s 20%, 25% of her life.
0:38:12 And somebody was like, what were you guys fighting over? I was like, the sad thing is I
0:38:18 don’t remember. I was not one to let, you know, I was very hardheaded. And so she had some weird
0:38:20 fight with me. I don’t remember what it was. And then she’s like, you’re not allowed to live here.
0:38:24 Kick me out. And I didn’t have anything. And so anyways, I went to live in student housing
0:38:31 and that was the first time they randomly assign you like a roommate. And it was like the son of a
0:38:35 rich rancher because our fridge was like full of like all this meat stuff, which is bad because it was
0:38:39 the summer where Florida got hit by like four hurricanes and all the meat went rotting.
0:38:43 Oh yeah. It was disgusting. But I didn’t know that there were people legitimately,
0:38:48 this makes me sound like an absolute moron, but I didn’t know that there were people that
0:38:52 that only went to college. Cause like my roommate didn’t have a job. He just like drank and like
0:38:57 went to, I’m like, what else do you do? Yeah. What? This is crazy. So I don’t know where I was
0:39:03 going with that. You were saying you’re taking a pause on read wise and multiple reads and you’re
0:39:08 like, I got to tell you how I found you. Oh, okay. So I, again, I’m a crappy school. It’s a state
0:39:14 school in Orlando. You UCF. I almost said UFC. Like we’re it’s MMA. That would have been probably
0:39:20 more useful now. So UCF. And this is when Facebook was coming out, but Facebook was only at the fancy
0:39:24 schools. Yeah. Right. It was very much at the fancy schools. We didn’t have Facebook. You know,
0:39:28 we had, we had my space. And so remember like you’d go and they were like music playing on somebody’s
0:39:33 profile. Well, people would list like their favorite movies and favorite books. And I think I was like
0:39:38 looking at a girl’s probably profile and under favorite books. I said four hour work week. I’m
0:39:43 like, that’s a great title. What is that? And I immediately ordered it on Amazon and then I started
0:39:49 reading it. Obviously then that book, you know, inspired, I don’t know, 25 million people, maybe
0:39:54 even more, but now, and then I start consuming all your stuff. So like I’d buy all your books. I bought
0:39:58 your TV show. I appreciate that. It’s like, sometimes I’ll forget. Cause you go on like
0:40:01 whatever. It’s not called iTunes anymore. And like, I don’t buy anything cause everything streams. I’m
0:40:07 like Tim Ferriss right here. I know from the natural history museum back in the day. So I was obsessed
0:40:11 with podcasts. I discovered in 2010 and before I started mine in 2016, I listened to thousands of
0:40:18 them and you had one that changed my life, which was when you did Jocko. Yeah. And that was 2015,
0:40:23 if I remember correctly. And you told him to start a podcast. And I think Rogan told him to do it as
0:40:28 well. And he’s like, well, if I got these two guys, obviously he’s smart. Just take the advice.
0:40:33 And I started listening to his podcast and he changed format. But in the beginning it was just
0:40:38 him doing, he would read a first person account. So an autobiography of somebody in combat.
0:40:43 And I could not believe what I was hearing. And so what I would do is I’d listen, maybe like a hundred
0:40:48 of his episodes and maybe buy a dozen of the books. So you learn, even on the episodes, you don’t read
0:40:52 the book, you learn so much and you’re inspired. And in the books, he kept introducing me all kinds of
0:40:58 crazy stories. And I was like, Hey, a couple months later, and then obviously like I’d started
0:41:01 reading biographies because your friend, Kevin Rose did this excellent interview, Elon Musk,
0:41:07 we can talk about from 2012. And I was like, what if I do like Jocko’s format, but I’m interested in
0:41:11 like four things. I’m interested in reading history, podcasts, and entrepreneurship. And so if you look
0:41:17 at it, it’s like, it just sits in between those four. And I started doing that. And essentially I was
0:41:21 just imitating Jocko and no one gave a shit for five and a half years.
0:41:29 Yeah. Wow. What a wild story. So I want to dive into that. The interview with Jocko, I owe special
0:41:31 thanks to, I think it was Peter Tia who made the introduction.
0:41:34 He said, just trust me on this.
0:41:34 Yeah.
0:41:36 And then didn’t you just show up at your house or something?
0:41:41 Yeah. We, we hung out in San Francisco. I remember exactly which coffee shop we went
0:41:46 to and I made the mistake. I wasn’t even thinking properly. I had a camo shirt on and I was like,
0:41:53 I can’t believe I wore a fucking camo shirt to meet someone as legitimate as Jocko Willink.
0:41:59 And I was just like, Oh, face palm. But we ended up connecting. That was his first ever public
0:42:02 interview, which is wild. And one of the best ones ever done.
0:42:06 Oh, I mean, he really brought the heat.
0:42:11 He’s my alarm every morning. He’s like, get up. I swear to God, I’m not joking. He’s been my alarm
0:42:14 for like half a decade. Yeah. He yells at me and just, I’m like, you’re right.
0:42:19 Yeah. Extreme ownership still highly, highly, highly recommend to everyone. And if you want
0:42:24 to hear me and Jocko go toe to toe, not really toe to toe, we’re sort of shoulder to shoulder
0:42:26 with a book, we did Musashi.
0:42:31 I think it was episode 100, which was like four and a half, five hours long going through this
0:42:35 historical novel about the most famous swordsman in Japanese history.
0:42:36 I read that because of the episode.
0:42:37 Oh, so good.
0:42:40 I think I read the audio book first and it’s like 60 hours long or something.
0:42:45 It’s really long. And in keeping in mind, this was originally published in Japanese in a country
0:42:50 of whatever the population is, like 120, 150 million. I think it sold like 80 to 100 million
0:42:55 copies. I mean, something just completely insane as I might be getting that off, but the numbers
0:42:57 are just astonishing as a ratio of the total population.
0:43:04 Just a quick thanks to one of our sponsors and we’ll be right back to the show.
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0:44:21 So five and a half years. Yeah. How do you explain no one giving a shit for five and a half years? In
0:44:26 other words, was there something that happened, a decision you made, something that changed things
0:44:32 around the five and a half year mark? Was it a change in technology? Was it the ecosystem? What
0:44:36 happened? Yeah. Literally, I was doing nothing different, change in business model. So you remember
0:44:41 podcasting back in there because you’re like one of the OGs. And like you had this massive audience,
0:44:47 your blog was crazy. Like you were huge and still are. And I was none of those things. I was a weird
0:44:51 introvert. I didn’t have any social media. I didn’t know anything about like the internet. I don’t know
0:44:57 how to describe, like, I just would like to read and record a podcast in my kitchen on a hundred dollar
0:45:02 microphone. And I remember calling around and trying to figure out like, what’s the business model here?
0:45:06 And everybody’s like, oh, it’s ads. I’m like, oh, that’s great. And so at the time there was like
0:45:10 these ad networks, essentially they just sell ads for you. And they’re like, we’d love to work with you.
0:45:19 You just have to have 50,000 downloads per show. And I go, what? I will never 50,000 like that.
0:45:23 I just, it seemed like such a big number. Like it’s just like, that will never, ever happen.
0:45:25 In the universe of podcasts, it’s still a big number.
0:45:29 Yes. But now like there’s a million, like how many people listen to Tim Ferriss show and found
0:45:33 like there’s millions, like millions and millions of people, you know, like over the course of a year
0:45:37 or whatever. So I was like, oh my God, like that’s never going to happen. And so
0:45:41 then you’d say, okay, well, what can you do? And like back then it’d be like affiliate. So like
0:45:47 remember audible scaled massively. People don’t realize how big businesses can get on the back of
0:45:53 podcasts and how many have. Cause like audible was, it was on every, it was Dan Carlin had one ad and
0:45:57 it was an audible. It was audible. Yes. They were very smart about that. Yes. Yeah. They’ve been able to
0:46:04 change a lot of their economics for the better for audible and Amazon since capturing more market share,
0:46:07 but they did an excellent job of marketing and advertising.
0:46:12 They were on every single podcast. And so I did that. And then there was this a company called
0:46:16 Blinkist, which was kind of like a summary, 10 minute summary app for like business books,
0:46:22 nonfiction books. And that blew my mind because you only got paid on sales and they would show you
0:46:27 like, not the people, but like where the country was. And I remember the first time somebody in Japan
0:46:33 bought, I’m like, I’m sitting in Miami in my kitchen. Great acoustics, by the way, you idiot
0:46:38 on a hundred dollar mic with no pop filter, no nothing. Like there was nothing out there. There’s
0:46:43 no like editing a podcast now with the script and all the AI tools. It’s just, it’s like magic compared
0:46:49 to what we had to do. And I was like, what? Somebody in Japan listened to this thing. This was crazy.
0:46:56 So the one idea I had, I actually got the business model from a socialist podcast might’ve been the
0:46:57 beginning of the troubles.
0:47:06 So there was this for a long time when I opened a browser, my homepage would be this thing called
0:47:12 graph tree on graph tree on is they use the patron API and you see people building membership
0:47:16 communities. And what was interesting about them is like, you know, people tell comic books,
0:47:20 they would sell podcasts. They would sell newsletters, videos. And the most popular
0:47:25 category was podcasts. I’m like, that’s weird. And so at the time, there’s podcasts called Chapo
0:47:32 trap house was the number one. And they had 25,000 people. This is on Patreon. Yes. And the only way
0:47:37 you see this is because graph John would aggregate the data for you and present it to you. And so at the
0:47:42 time, I think they had 20,000 paid subscribers at at least $5 a month. And their business model is
0:47:46 simple. Every other podcast you have to pay for. So you can listen to half them for
0:47:50 free. If you want more, just pay five bucks a month and you can listen to it in a podcast player,
0:47:56 like anything else. You just have to go through the paywall. And every month I’m watching and the
0:48:00 number gets higher and higher and higher. Now, if you pull up graph John, I think the number one is
0:48:04 Shane Gillis. I think he’s got like 120,000 paid subscribers. So I was like, Oh, there’s like a
0:48:10 business here with like, what if I had a subscription podcast? So it’s one thing to pay five bucks a month
0:48:16 for a comedy podcast, but my podcasts are about business. If there’s ideas on this podcast that will make
0:48:20 people more money, which is essentially what business education comes down to. Like you want
0:48:24 to be more successful to do some kind of like, hopefully you see like a better economic outcome
0:48:31 for yourself and your family. I was like, what if I could just sell subscriptions? I’m not selling
0:48:37 enough audible subscriptions and blink. It’s not going to happen. And my idea was like, I think I was
0:48:40 completely in love with podcasting. I still am. It’s like the only thing I think about, I work on
0:48:45 seven days a week. It’s completely taken over my life. And my idea was like, I don’t even have to be
0:48:48 wealthy. I just have to do this for a living. It has to come out of me. It’s like, I have no control
0:48:52 over this. And I was like, maybe I can make like dentist money. And so my idea was like, I bet you
0:48:59 I can sell 3,000 paid subscriptions at a hundred dollars a pop, make 300 grand a year. And then I
0:49:04 also have a lot of self-confidence. Like, well, if I could sell 3,000, I could sell 20,000. And then
0:49:08 like, maybe I can sell as many as Chapo can. And then I’m making 2 million. Like, this is the idea I
0:49:12 had. And so my idea was like, the genius idea I had was like, Hey, your most valuable asset you have,
0:49:16 which is like, you know, your podcasts that are easy to share and everything else. Like,
0:49:20 let’s put a big wall in front of that. Yeah. Yeah. And so I put a giant paywall in front of it.
0:49:26 And obviously it slows growth because how are you going to share the episode? The one benefit I had,
0:49:30 which really kept me going, and I don’t think I would have quit anyways. I really don’t think I had
0:49:34 any other option was that, you know, we don’t know who’s going to listen to this one. We just see
0:49:40 numbers on a screen, but with a subscription, you see the email address and the emails were like the top
0:49:47 founders and top VCs. And I had a very small audience. And one of them was our mutual friend,
0:49:54 Patrick O’Shaughnessy. And I was a huge fan of Patrick. And I saw, I’m not going to repeat his
0:49:58 email address here, but I know what the, I was like, I saw that come across and there were so few.
0:50:02 Like I saw every single one. Yeah, sure. Because you’re getting like 10 a day, I don’t know,
0:50:08 five a day or something like that paid. And I’m like, Oh my God, Patrick Brawam. He didn’t know who
0:50:12 I was. He didn’t know I was a big fan of his, didn’t know anything. I had no followers. I think
0:50:16 I had like 7,000 followers across like every one of my accounts. And I was like trying really hard
0:50:21 back then. And he goes, I never find good podcasts to listen to. I think David Sender’s
0:50:25 Founder’s Podcast is excellent. You should listen to it. And he linked to that one on S.A. Lauder.
0:50:31 And I could not believe it because I was like, why do I have these mentions on Twitter? What is a
0:50:36 mention? Like I don’t get mentions. Like what is this new thing? I log into my email because I would,
0:50:41 back then you would get an email every time you get a new page subscription. And off of one tweet
0:50:46 of an endorsement by people, this is why like you and Andrew are kind of like the male Oprah. And I mean
0:50:50 then like, you know how much shit I’ve bought because you told me that it’s good. Why? Because
0:50:55 of the trust. People chase numbers. It’s like that. You’re not chasing numbers. You’re chasing trust and
0:51:00 relationships. I love what Warren Buffett said. A brand is a promise. The fact that you guys have
0:51:05 such high standards. I’ve never bought anything like the hell was Tim thinking? And so that’s what
0:51:10 makes you so valuable. So Patrick extended that trust to me where I logged into my email and you
0:51:15 couldn’t stop scrolling. Yeah, that’s cool. You couldn’t stop scrolling. And so I screenshotted that
0:51:19 because Patrick’s a good dude. Very smart too. And best like the best. Yeah. You did an excellent
0:51:24 episode with him for when you hit your 10 year anniversary. Oh yeah. 10 years. And then I was a
0:51:28 huge NBA fan. And one of the, the person that found me that’s been really, really helpful when I had
0:51:33 like 1500 listeners, this guy named Sam Hinckley, former general manager of the 76ers. Very, very
0:51:38 intelligent, like intense and kind of reclusive guy now. It’s really hard to get to. And we had talked a
0:51:42 bunch and he’s just like, I really think you have something here. I think you’re like, what you’re doing is
0:51:45 important. And I’ve tried to help you as much as I can. And I knew him and Patrick were friends.
0:51:49 And I screenshotted Patrick’s tweet. I was like, look what your friend Patrick did. Sam didn’t say
0:51:54 anything. He just put it. And again, Patrick trusts Sam and Sam’s telling Patrick, this guy’s worth your
0:51:58 time. He put us in a group chat. He goes, you two need to know each other. And I was like, Patrick,
0:52:02 I’m a huge fan. Love to talk to you. And Patrick doesn’t have a calendar. He’s like, what about right
0:52:07 now? And I was like, well, let me look at my calendar. Nothing, nothing, literally nothing.
0:52:11 First time we talked was like an hour and a half and we get to the end. He goes, I thought I was
0:52:16 listening to podcasts. And then, uh, then we become friends and then I joined his network and
0:52:21 then he just poured gasoline on a, on a promising spark. Was he the one who convinced you to remove
0:52:30 the wall? No. So a friend of mine, again, this is the sad part about getting more following is so many
0:52:35 of my close friends now came from like DMS and now you can’t do that. You can’t even look at mentions.
0:52:39 Yeah. I’d be curious. It doesn’t work. Yeah. It’s like such a magical thing. And now because
0:52:45 yeah, well, once verified could be purchased, it, it destroyed the utility of meeting those people on.
0:52:48 It’s like what Charlie Wenger said. Like if you have a bunch of raisins and just a few turds,
0:52:53 you still got turds and you could have 99% of people are nice to you. And then it’s these psychos
0:52:56 and you’re like, I can’t read my mentions anymore. I can’t check my DMS. Like, it’s like sad.
0:53:03 But one of the, I met a couple of friends through them. And again, I was like grinding out a hundred
0:53:07 dollar subscriptions, just like going to the factory every day, trying to like, you know, sell a few
0:53:15 more. And one of my friends told me like what one of his friends company just paid to advertise on like
0:53:23 one of the biggest business podcasts. And the number was like, what, what did you say? And then Sam and
0:53:28 other people like Patrick, you know, they’re just like, this is kind of weird thing that you’re
0:53:31 doing. Like, why don’t you just sell ads like everybody else? You know? And I was like, look
0:53:36 at China. They, they’re 90% subscription to your podcast. I’m like, yeah, but you’re American.
0:53:40 You idiot. And so I came up with all these like crazy, cause I’m, I can be very convincing
0:53:45 in the opposite direction. Like it doesn’t have to be a good idea. I can talk myself into really,
0:53:50 I can talk myself into good ideas, but I can talk myself into bad ideas too. And so eventually I was,
0:53:55 just, I called Patrick one day and I was just like, man, I am like fighting with like one hand
0:53:59 behind my back. This is really, really difficult. I think I’m going to make an ad based version of
0:54:06 founders. And he made, he’s like, yeah, no shit. I’ve been telling you to do this forever. And then
0:54:11 I was like, and I’d like it to be on your network. And he’s like, Ooh, that’s interesting. And again,
0:54:15 he’s just a good dude. And he’s like, yeah, but I own all podcasts on my network. He’s like,
0:54:21 will you sell me equity? And I don’t know why I said this. I was like, no, it was like crazy.
0:54:25 But I was, and I’d had all these like acquisition investment offers up until that point. Cause
0:54:29 obviously everybody in the audience likes to do deals. So they’re like trying to allocate capital
0:54:32 that’s their sport. Yeah. And I was like, no, no, no. It’s like, it wasn’t a business thing to me.
0:54:37 It’s like a special thing. It’s like part of my soul. You know, Michael Dell has this great answer
0:54:40 when he was like fighting with car icon when, you know, and they’re like, why don’t you just like
0:54:44 start another company? And he’s like, I like this company. First of all, it has my name on it. And
0:54:48 he goes, I’m going to care about this company after I’m dead. So that’s how I feel like it’s a
0:54:54 rational love that I have for this. And so, um, I was like, uh, I don’t want to sell equity, but he’s
0:54:58 like, what do you want? I was like, I want you to help amplify my audience and connect me with first
0:55:04 rate advertisers. And then we can just share ad revenue and one call he’s like done. And that like
0:55:10 completely changed everything. That was four years ago. Wow. Thank God for Patrick, huh? Oh, for sure.
0:55:15 I talked to him almost every day. We’re like brothers. I call him. He’s a great guy. He’s a
0:55:22 very, very good guy. Let’s just actually, I’m going to zoom into your sort of expertise subject matter
0:55:27 for a second. And then I want to talk more about podcasting, but just so it doesn’t become too much
0:55:33 inside baseball, I do want to come back and talk about podcasting, but you had mentioned, you have
0:55:38 mentioned a number of different names kind of at the top of your list, people to learn from where does
0:55:44 Edwin land fit into that? Oh, and who is Edwin land? So Edwin land is the patron saint of founders.
0:55:50 So I want a picture of him in my house. Like, you know, the last supper would just be like Edwin
0:55:54 land in the middle, like Jesus. So again, I’m very interested in who influences the influencers
0:56:00 and like, where do these ideas actually come from? And you know, Steve jobs, if you have a Mount
0:56:04 Rushmore of greatest entrepreneurs, like his face has got to be on it. Undoubtedly. He created the most
0:56:09 successful product in history. I think he did it for the right reasons. I think he’s a very
0:56:14 fascinating person, obviously incredibly flawed as like a human, which he even said, you know,
0:56:19 but what was fascinating is if you go back in, in which I do is like, when I read a biography,
0:56:24 somebody, I will make a list going back to, you know, your outline of what I’ll do in the front of
0:56:27 the books, which you called what front matter, front matter. I didn’t even know that term till now.
0:56:31 Thank you. Yeah. I will write down all the other founders or all the other people they’ll talk
0:56:35 about. And so like, I just did this with James Dyson. He’s like obsessed with Buckminster Fuller
0:56:41 and Isambard Kingdom Brunel and Jeremy Fry and Alex Isiganis and all these people. He just repeats
0:56:44 them over and over again. And you just realize, oh, he studied these guys and then took their ideas and
0:56:48 said, those ideas are good. I’ll use them. And then it makes $60 billion or whatever his company’s
0:56:54 worth. Everyone should read about Buckminster Fuller. I haven’t read the book yet. Yeah. I’ve read
0:57:00 his ideas, but not the book that James read when he was in college. It’s fascinating to me how it’s
0:57:03 almost all, like in the, you should find it early. I had lunch with Sam Zell.
0:57:05 How did he make his money for people that don’t know?
0:57:09 People consider him an investor. He calls himself an entrepreneur. He called himself an entrepreneur.
0:57:14 So what he’s most well known for is in 2007, he sold the, I think the biggest real estate company
0:57:19 in history for like 38 billion to Blackstone. And it kind of like tipped the very top of the market,
0:57:25 but he just likes to essentially buy businesses, try to make them grow. He would sell some.
0:57:30 That’s why people consider him an investor, but he considered himself an entrepreneur. By the time I
0:57:35 met him, he had 61 years of experience as an entrepreneur. And my favorite entrepreneurs are,
0:57:39 I love talking to these people that have 40, 50. I’m not interested in the startup founder at all.
0:57:44 Like this 25-year-old kid that thinks he’s smart. He doesn’t have enough experience yet.
0:57:49 Life is going to teach you what you didn’t, you know, people who’ve written like many multiple
0:57:55 macroeconomic cycles who have had to contend with different challenges at different points in their
0:58:00 lives, not just when they have no responsibilities and no dependence, et cetera, et cetera, et cetera.
0:58:03 Well, he says something in his autobiography that you were speaking to earlier. He’s like, yeah,
0:58:08 earlier in my life, my career fought my marriages and my career won. And that’s why I’ve been married
0:58:13 three times. The very recurring theme is that you look at life as everything that’s not work as kind of an
0:58:16 unpleasant distraction. And you wonder why your relationship’s broken because you’re not spending
0:58:20 any time there. Like, of course, it’s the outcome. And they all make this mistake over and over again.
0:58:25 So what’s fascinating about this is we’ll go back to Edwin Landon in a minute. Sam Zell in his
0:58:30 biography, he’s like, dude, I’m in college. This guy was making millions of dollars a year when he was
0:58:33 in law school. That’s how good of an entrepreneur he was from day one. Was that real estate?
0:58:38 He was developing, I think, student housing at the time. I think the student housing,
0:58:43 but he was also like doing deals. Like he’s just a very gifted dealmaker. And you see this with
0:58:47 Rick understanding, like you’ll bring something to Rick and you’re like, oh, here’s like 10 things
0:58:49 that are important. Do you want to explain who Rick is briefly?
0:58:55 So his name is Rick Gerson. He’s one of my closest friends. You’ve known him for what?
0:58:57 Yeah, I don’t know. 15, 20 years, a long time.
0:59:02 15, 20 years. He’s one of the most generous, thoughtful, and also simultaneously super intense
0:59:09 people I know. He was a master of finance, came out of this just sort of amazing training
0:59:12 environment. We can just call that what it is for now in simplicity.
0:59:18 And is one also of the best connected humans I’ve ever met.
0:59:22 He identifies, you know, there’s like one thing. He learned that from Sam. And then Sam learned
0:59:25 that from this guy named Jay Prisker. It’s very fascinating. So.
0:59:26 Chicago royalty.
0:59:31 Yes. A hundred percent. I actually just backed, it’s not a Kickstarter, but there’s no biographies
0:59:35 of Jay Prisker. And so there’s a guy named Rockwood Notes that essentially put his hat out.
0:59:39 He’s like, hey, I want to do this, but I need to make at least, I think 40,000 a year
0:59:43 to write this book and he’s selling like $800 or $1,000 a year subscriptions. I was like,
0:59:47 yeah, I’ll obviously sign up for this. Like I want a Jay Prisker biography. So Sam’s hell
0:59:51 in his autobiography. He’s like, yeah, I read this book by William Zeckendorf and it changed
0:59:54 my life because there’s one idea in this book. It’s what Charlie Munger said. There’s ideas
0:59:59 worth billions in a $30 history book. And there was this thing called Hawaiian technique.
1:00:03 William Zeckendorf was like this real estate developer in New York and he came from nothing
1:00:06 and then made a lot of money, then lost it all. And then made a lot of money, then lost
1:00:10 it all again and dies with no money. So you want to avoid that too. But he had this thing
1:00:16 called the Hawaiian technique, which was, hey, if you just parcel out a building and you sell
1:00:20 the different parts to whoever values it more, you’ll make more money. So like the lease is
1:00:25 valued higher by these guys and the land is valued higher. And maybe the commercial real estate
1:00:28 there or whatever, like he just would break it apart like Legos and sell it independently
1:00:32 and make a lot of money. What Sam realized, he started using that real estate and he goes,
1:00:35 oh, this works in business too. So he’d buy businesses and like, maybe you want the IP,
1:00:39 maybe you want the talent, maybe you want the actual physical assets. And he’d do this over
1:00:46 and over again. So I remember telling Sam to his face and Sam had no filter and he was exactly
1:00:50 who you thought he was. If you watch any videos, he’s just like this. And I go, yeah, I bought
1:00:53 that book that you recommended. He goes, did you read it? I go, no. He goes, read it.
1:00:58 Like he’s got the gravelly voice, like read it. I was like, oh shit. Okay. And I read it as soon
1:01:01 as I, I went home and started reading it. Like Sam Zell tells you to read a book, just read a book.
1:01:05 But the reason I bring this up is because you’ll see this over and over again. They’ll find somebody
1:01:13 early. So you can go back and read this Playboy interview just for the, I hope when you, it’s just
1:01:20 for the interview. It’s not for anything else of Steve Jobs when he’s 25, 26. And he’s talking about
1:01:27 the fact that we have the wrong role models and heroes as a society. We want to be, you know,
1:01:31 now he’d say you want to be YouTube or something. We want to be athletes. We want to be all these
1:01:35 other things. We should want to be Edwin Land. And at the time, Edwin Land was the founder of Polaroid.
1:01:40 Edwin Land’s in his seventies. Jobs meets him and spends time with him a bunch of times. Okay.
1:01:47 Edwin Land at that time had the third most patents of any American in history. I think it was
1:01:51 Thomas Edison, the second guy, and then Edwin Land, or maybe it’s, you know, the first guy and
1:01:58 then Thomas Edison, but Edwin Land was up there. And what you would realize is when Jobs goes on stage
1:02:03 and says, Hey, I wanted to build Apple. I want to build a company at the intersection of liberal arts
1:02:08 and technology. And he has that. He literally puts the, the, you know, the, the street sign up on
1:02:13 there. That is literally a direct quote from Edwin Land. Edwin Land wanted to build a company at the
1:02:18 intersection of liberal arts and technology. He wanted to make completely vertically integrated
1:02:23 consumer products that were magical, that had a magical experience. And, and Edwin Land’s case,
1:02:28 he invented the industry that he then comes to dominate. There was no such thing as instant
1:02:32 photography. So when we’re like, how great is the iPhone compared to one that came before it?
1:02:37 The difference is vast, but not the same thing as me. If you, me and you were hanging out before
1:02:40 Edwin Land was on this earth, we take a picture at a party. Like how did it come out? Well,
1:02:44 we’ll find out two weeks from now when we get back from Kodak. As opposed to, turns out it was a shot
1:02:48 of my foot. As opposed to like, wait a minute. And we’re, we’re going to see it right here in the
1:02:56 Polaroid. And then dude, the amount of ideas that Jobs took from him, go look at the freaking tables
1:03:02 that Jobs uses when he gives presentations, the actual table. It’s the same table that Edwin Land
1:03:06 gave when he gave presentations. So if somebody wants to study Edwin Land, where do they start?
1:03:10 I read this biography of Edwin Land. I thought it was incredible. It’s called Insisting on the
1:03:14 Impossible. It’s the most comprehensive biography of him. People read it. They’re like, this book
1:03:20 sucks. I think it’s riveting. There is a book, I think it’s called Land’s Polaroid. That’s the one
1:03:26 I’d read because it’s only 250 pages. And it’s written by a guy that worked for and with Edwin Land for
1:03:30 like 20 years. And I love those kinds of things because you see him over a decade. But my point being
1:03:35 is like Jobs is talking about this guy when he was 25. Jobs knows he’s dying when he’s working
1:03:40 with Isakson on the biography. He knows he’s dying. And he’s still talking about Edwin Land appears in
1:03:46 Isakson’s biography of Jobs like six times. Why is he still talking about this guy? How could you not
1:03:51 be interested in understanding why? What is it about this guy that he admired and liked? Yeah. And he has
1:03:57 a saying that he has a personal motto that I love and that I try to do. And Edwin Land, there’s two of
1:04:02 them. Edwin Land says, my personal motto is very personal. It may not apply to anybody else or
1:04:06 anybody else or any other company, but is don’t do anything that someone else can do. The importance
1:04:12 of differentiation. I’m shocked at how few people understand how important it is. Dyson. Dyson’s
1:04:15 whole thing is like, it has to be different. Even if it’s worse, it should be different.
1:04:15 That’s interesting.
1:04:20 It demands difference. He’s got a very fascinating business philosophy. Dyson’s mind’s incredible.
1:04:24 And then the other thing is he knows because he dropped out of Harvard twice. He goes,
1:04:28 something they don’t teach you at Harvard Business School, that anything worth doing is worth doing to
1:04:36 excess. So how do you think about different archetypes? Perhaps that’s the best word to use
1:04:44 within the pantheon of successful entrepreneurs. The reason I ask that is that I imagine you get
1:04:50 questions along the lines of, and I get questions like this also. When you look across all of the
1:04:56 biographies, what are some of the common patterns? Give me the top five, top six, and then people want
1:05:02 to grab that recipe. But it could be like, just to use a sports analogy, it’s like, all right, you’re
1:05:06 taking the stretching routine from LeBron James, the weight training routine from Arnold Schwarzenegger,
1:05:13 and this, this, and this. You’re grabbing habits from mutants that are in entirely different spheres
1:05:18 of different bodies entirely, and then trying to cobble it together. It may not work, right?
1:05:25 That’s point number one. Probably won’t work. Number two is that within the world of business
1:05:30 advice, whether it’s autobiographies, biographies, interviews, there’s a lot that conflicts, right?
1:05:35 So you have one person who says, you know, anything that’s worth doing is worth overdoing. And then
1:05:38 there is, like, you can tell who the novice is because they do too much.
1:05:47 Right. And I’m wondering how you think of entrepreneurship for yourself in terms of
1:05:54 modeling different people or taking advice. Because you have two people, just to use a metric that’s
1:05:58 easy for everybody to wrap their head around, like two billionaires, and they give you diametrically
1:06:00 opposed advice. How do you personally pick?
1:06:05 There’s no formula. One of the things I’m, like, so thrilled with is the fact that, like,
1:06:09 I’ve become friends with Daniel Act, the founder of Spotify. And this is something we’re actually
1:06:14 trying to work on together. Because he brings this up. He’s like, we need alternative founder
1:06:19 archetypes. And I back up. First of all, like, Daniel is an alien. There is a specific reason
1:06:27 that I wanted him to be the very first guest on the new show is I’m able to, like, build
1:06:31 relationships with other people. Daniel’s very special in the sense that, like, he’s only a few
1:06:36 years older than me, but he’s so much more wiser than I am. I don’t know how I can put this in words
1:06:41 and make sense, but, like, because he’s, he founded and is still running $120 billion company.
1:06:47 He’s been running for 19 years. But he’s, to me, he’s still so underrated. And the thing about
1:06:52 Daniel is, not only is he wicked smart, but he’s given me some of the best advice. And he does it
1:06:59 in a very, like, reserved and very precise way. He’s got very clear thinking. And I just cannot get
1:07:04 over, like, how generous he is with his time and his advice to me. And he told me one of the things
1:07:08 that was really important. And he said, like, an offhand comment, but he’s like, you’re really easy
1:07:13 to understand. So therefore, you’re easy to help. And he’s just like, I know what is important to you.
1:07:17 And so therefore, like, you’re easy to help. And like, you’re easy to interface with.
1:07:22 And so his point is like, every young founder thinks they have to be an Elon or Steve Jobs.
1:07:28 And he’s like, but I’m not like an Elon or Steve Jobs. And the massive success is not only what he’s
1:07:32 done for Spotify, one of the best apps ever created. I think they have the most, I think there’s only one
1:07:34 other company in the world that has more paid subscribers than they do, and that’s Netflix,
1:07:39 you know? But think about the way you feel when you get done using Spotify. And this is why I like
1:07:43 all the top people there too. And they’ve also been working together for excessively a long time,
1:07:48 Gustav, Alex, Daniel, all of them, is they want you when you’re done using Spotify to feel good.
1:07:53 If me and you spend an hour listening to our favorite music on Spotify, you feel great. You spend an hour
1:07:57 listening to Tim Ferriss’ podcast, you inspire, you feel great. An audio book now, you feel great.
1:08:06 I spend an hour on TikTok or Reels, I feel like shit. Like Twitter, whoa, I can’t.
1:08:09 Like it just, I feel like the anti-therapy. But they’re trying to put something.
1:08:13 If you want to send yourself backwards. So I like what they’re doing.
1:08:20 Is there any other advice that has stuck from Daniel to you? And then I will not lose track.
1:08:23 I will, yeah, I won’t lose track of that. So the archetype is, I think is really important. I
1:08:28 think you’ll really vibe with what his opinion on or his perspective on this is. Yeah. Daniel will tell
1:08:34 you advice in like a, he’s like a wise old man. I don’t know how to describe it. So one thing is,
1:08:40 is implied and never explicitly stated is he just doesn’t feel he has any, like there’s no ceiling
1:08:44 on what he can achieve or what he can learn, the effect he can have in the world. And when you spend
1:08:48 time with him, that is transferred to you. And it’s like one of the most important things. And I don’t
1:08:52 even know if I told him this. I had like tears in my eyes thinking about it. I remember like hanging out
1:08:58 with him in Stockholm and you know, he’s done phenomenal stuff with Spotify. One of the best apps
1:09:04 ever created at best businesses. And he said wildly successful as an investor too. And so I remember
1:09:09 asking him, this is the funniest thing I’ve ever heard. And I go, were you always interested in
1:09:14 investing? Cause I knew his story. Like we talked a lot about this and he goes, no, I didn’t even know
1:09:19 anything about it. I started learning. I go, when did you start learning? He’s like 2018. I go,
1:09:24 how’d you start learning? He goes, Patrick’s podcast. And so he would just listen to people.
1:09:27 He’s like, I like that idea. I’ll take that idea. Oh, I don’t like that idea. I don’t like that at
1:09:34 all. I’ll avoid that. And the way Patrick describes it, it’s like out of anybody, you know, Daniel has the
1:09:38 ability to apply what he’s learning faster than anybody else. And at a grander scale.
1:09:45 He’s also a very, very, very good systems thinker. So he’s not at a risk of cobbling together
1:09:51 this sort of camel that is a horse designed by committee that has a bunch of inherent
1:09:57 problems and conflicts within it. Right. Like he’ll, he’ll be able to figure out how to put pieces
1:10:03 together from first principles that function well as a whole. Let me tell one other piece of advice
1:10:08 that he gave me and he tells it in a story form. This is why he’s like the wise old man. And essentially
1:10:14 was remember why people love you. You sit in a room and you read all the time and then you make this
1:10:20 thing on the other side that educates and inspires us and gives us energy. And as soon as you stop
1:10:24 doing that and you start saying yes to all these distractions, and I don’t even know if like, I think
1:10:29 we might’ve talked about this in the episode we did that comes out in a few weeks, but he tells it in a
1:10:35 story and he tells a story from another person. So he’s not telling you, David, go do this. He’s like,
1:10:39 let me tell you about this little genius or not little genius. This guy’s really impressive. Look at what
1:10:44 he’s accomplished and everything else. And then the story will hit you like hours later. And he’s
1:10:47 like, oh yeah, you know, we’ve invited him to the conference all over time. I’ve invited him to
1:10:52 visit and I keep hearing no. And I’m like, oh, he’s like telling me you’re saying yes to too many
1:10:56 things. The magic that you have is because you say no. And once you start saying yes, and you’re at
1:10:59 every conference, you’re traveling around, you’re doing all sorts of stuff, the magic disappears.
1:11:04 I’m curious what you think are some of the different archetypes, because I think of the
1:11:12 hundred plus startups that I’ve invested in since 2008. And there’s a lot of variability. You’ve got the
1:11:20 engineer, let’s call it the engineer founder, right? Somebody like Toby of Shopify or Luis Vannan of
1:11:29 Duolingo. Then you’ve got the sort of like genius operator, negotiator warrior, like a Travis Kalanick,
1:11:39 right? Very different personalities, very different superpowers. And you just go down the list and you
1:11:44 see some people come from like a finance numbers, kind of like spreadsheet God perspective. And like,
1:11:49 they just have an analytical advantage, right? It’s very comparable to investing in some ways,
1:11:53 looking at the investing world, they have this analytical advantage, let’s just call it.
1:12:00 And I was trying to pick out what, if anything might be commonalities, because you also have like
1:12:08 the crazy artist who then figures out how to harness some of their superpower. And it strikes me that there
1:12:14 are at least two that immediately jumped to mind. One is longer term time horizon.
1:12:15 Those are the people I’m obsessed with.
1:12:22 Like the Jeff Bezos type of mindset, where it’s like, if you have the exact same toolkit, the exact
1:12:26 same competency out of the box, genetically, you’re built exactly the same as someone else,
1:12:33 but you are able to think and plan longer term. It’s just, it can be a huge advantage.
1:12:39 Second is something that you mentioned where Daniel was saying to you, like, this is the magic.
1:12:47 So just remember, this is the magic when other opportunities, other shiny objects show up,
1:12:55 because they will, even in very early stages. And if you deviate, it’s incredibly easy to sort of
1:13:01 self emulate. If you lose track of that. I mean, you see that a lot when CEOs get replaced, sometimes
1:13:07 founder CEOs, sometimes they need to be replaced, but what else would you add to that? Or how would
1:13:09 you expand on any of it?
1:13:13 Just look at the founders of some of like the biggest companies in the world. Now they would go to war
1:13:17 against each other. So think about like Oracle, Microsoft, you can’t think of two different
1:13:23 founder archetypes than Bill Gates and Larry Ellison. Larry Ellison’s like, I’m a sprinter.
1:13:29 I have intense, very intense periods of work, weeks at a time, months at a time. And then I need to go on
1:13:33 my boat with a bunch of Italian models, right? This is what I have to live my life. Bill Gates is,
1:13:37 you know, we’d be walking into this room right here and his feet would be underneath his desk. He’s
1:13:40 sleeping for three hours. He’s getting back up and he’s going back on the, he’s a grinder.
1:13:45 And then you have, I’ve been trying to name some of these and I haven’t done this yet,
1:13:50 but the problem is I never write anything. This is all like improv, you know? One of them is like
1:13:54 the anti-business billionaire. And so in that category, it’s like, these people are so obsessed
1:13:59 about one thing and that’s the quality of the product they’re making. They make non-financial
1:14:05 decisions. Like Steve Jobs, making sure that the inside of the Mac looks beautiful, even though you
1:14:09 can’t open it up and it costs more money. He doesn’t care. He wants the best product. James Dyson’s like
1:14:15 this. He’s an anti-business billionaire. Yvon Chouinard, founder of Patagonia, anti-business
1:14:18 billionaire. These guys, they’re obsessed with two things, quality of the product that they’re
1:14:22 making and retaining control of their company over the long term. And the funny part about that,
1:14:25 the reason I call them anti-business billionaire is because if you make the world’s best product,
1:14:30 right? And you retain control over your company, you wind up with the money anyways.
1:14:35 Yeah. I can think of a few people, I mean, within my portfolio who retained a lot of their equity,
1:14:39 at least. And that’s it, which is kind of preserving the magic, right? In terms of the best product.
1:14:42 Well, look at, everybody’s like, look at what having Larry Ellison right now. It’s like, yeah,
1:14:47 I could be wrong, but I think Oracle raised 32 million of equity in our IPO and no more after
1:14:52 that. And then the guy would refuse, even when they were almost going out of business in 1990,
1:14:54 he still wouldn’t sell. They’re like, sell your equity. Like, no, it’s like, it might be worth
1:14:58 nothing. He just wouldn’t sell it. And then he’s buying back stock. So he owns, I think 40,
1:15:02 I think he went down to 24%. Now he’s back to like 41% of Oracle. The company’s 50 years old,
1:15:08 like 45 years old. I think it was like 30 something when he founded the company. He’s just an anomaly.
1:15:13 And then you have people like Elon, where it’s just like, I’m going to run. I wouldn’t even think
1:15:16 that’s possible. How the hell do you run seven companies at the same time?
1:15:19 You can barely manage three employees. I don’t know.
1:15:24 Yeah, exactly. So that is the point. I do think Daniel hit on something that no one else has put in
1:15:28 front of me. It’s like the people are going to dominate. Obviously, Elon’s the most famous
1:15:33 entrepreneur in the world, but even like Bezos is very different. And then you have these people that
1:15:39 some of the people just like to make money. That is their scoreboard. This is another thing I learned
1:15:45 from Michael Dell. There’s two things. One thing you just said, protecting the magic. The advice that
1:15:49 Dell gave me when I had dinner with him, and he does this in story form too, because that guy’s been
1:15:54 running his business for 41 years, 41 years. It’s insane. And his whole thing is just like,
1:15:57 you’re not going to be taken out by competition. You’re going to sabotage yourself.
1:16:01 Entrepreneurs sabotage themselves. And the amount of people that were doing the same thing I was doing,
1:16:05 and they were ahead of me. This is Dell talking. They were ahead of me, but then they got the 500
1:16:09 million a year in revenue. And they’re like, I have a house on Lake Austin. Now they’re in the same city.
1:16:13 They’re doing the same thing as him in the same city. And they’re smoking them. They’re ahead of
1:16:17 them by like a few hundred million. Right. And they’re like, Oh, I can chill now. No, you can’t.
1:16:22 Cause you got Michael Dell right across the river and he’s not going to chill. That guy has no chill.
1:16:26 I heard he’s got this wonderful house in Hawaii. His son was telling me about this.
1:16:32 And I was like, we were in Austin in July, you know, it’s like, what are you doing here?
1:16:37 And Michael’s answer is simple. He goes, I love my business and my business is here. He wasn’t being
1:16:41 mean to me. He was like, that’s a stupid question, David. Like I’m working. I love what I do. This is
1:16:46 what I’m doing. So one thing from his autobiography though, is that I used to say it only works if you
1:16:49 build a business that’s authentic to you. And this is why I asked you about your inner monologue
1:16:55 earlier because I really feel the reason people do their best work usually later in life in business
1:17:00 is obviously more experience network finances, everything else. But I think they, because they
1:17:04 know themselves better. I think me and you, if we would have met 10 years ago, we’d be different
1:17:09 people. And we also wouldn’t know each other, like know ourselves as much as we do now. We’re like,
1:17:13 I think I’ve built a business and you have to, based on what I know about you, completely authentic
1:17:17 authentic to you. And that’s the only way it’s going to work over long-term. And I used to say
1:17:22 authentic. And then Michael does autobiography, which he narrates, by the way, the audible is
1:17:27 excellent. I listened to it three times before I read it to do the episode on it. And there is a guy
1:17:32 named, I think Lee Walker, who Michael brought in when Michael was 21, he was in his forties and he was
1:17:36 like an older, wiser man. And he had to quit after four years. He’s like basically running the company with
1:17:43 Michael. And he’s like, we’re taking on IBM with a thousand dollars of working capital from a shitty
1:17:48 office in like the industrial part in like Austin, right? IBM is the biggest company in the world.
1:17:51 It’s the first, I didn’t know this. It was the first company hit a hundred billion dollar market cap.
1:17:59 And like my back hurts, I’m losing hair. I can’t sleep. I got digestive issues. Like Lee’s dead after
1:18:04 four years. And he goes, and Michael’s excited. It’s invigorated him. And that he gave me the line.
1:18:10 Because he built a business that was natural to him. I’m dying and he’s thriving because it’s natural
1:18:14 to him. And it’s not natural to me. And I think that’s the key, man. People are like, oh, I’m going
1:18:17 to imitate X, Y, and Z. It’s like, no, no, no. You should be copying the how, not the what. You don’t
1:18:22 copy what they did. You copy how they did. And then you just take the little ideas that make sense to you.
1:18:29 So you asked like, how am I applying this for my homework? I am either completely apathetic and ignore
1:18:34 something or completely obsessed. It’s zero or a hundred and nothing in the middle. So the reason I
1:18:39 love Munger because Munger gave me really like Munger and your friend of all, I had a big role in this
1:18:45 too, gave me the kind of the blueprint where he’s just like, hey, we found that oftentimes Munger has
1:18:51 this line that oftentimes the winning system in business goes ridiculously far, maximizing and
1:18:55 are minimizing one or a few variables. And he used Costco, like the example. And then he has another
1:19:00 line, find a simple idea and take it seriously. Sharing lessons from biographies of great people is a
1:19:06 very, very simple idea. Doing it for nine years, working 70 hours a week at it, building systems
1:19:11 for it, redoing it over and over again is not, that’s the serious part. His other quote that I’ve
1:19:16 already shared earlier, there’s ideas worth billions and a $30 history book. That’s another idea. That’s
1:19:20 maybe why the work would be valuable and attract the audience that it could attract.
1:19:25 Another idea from him. You want to maneuver yourself into an area that you’re intensely
1:19:31 interested in. That just being a fanatic, like a Sam Walton or like a Jim Sinigal or like a sole price
1:19:37 is just Jeff Bezos, very helpful. These are fanatics. They’re intensely interested in what
1:19:42 they’re doing. That is worth a lot of money. And I’ve become friends with Michael Ovitz, who’s also
1:19:47 one of the first guests on my new show. And his whole thing is like, you cannot fight against your job.
1:19:50 That’s one of the best pieces of advice. He’s like, people fight against their job all the time
1:19:54 and they lose. You have to find something that you’re intensely drawn to it.
1:19:59 So I have a couple of bullets. You should explain who Michael Ovitz is. Why don’t you do that first?
1:20:03 And then I’ll, I’ll just hop to two questions related to Michael Ovitz specifically.
1:20:09 Michael Ovitz is a shark. He’s one of the most intense people. He, I think he’s 80 by now.
1:20:14 So Rick and I live very close to each other in Miami. Okay. And we always have breakfast at
1:20:19 the same spot that I’m not going to say publicly. Yeah. Good idea. And so we’re hanging out.
1:20:24 To a disinformation campaign. Sure. Yeah. It’s always at Denny’s. Moon’s over Miami.
1:20:35 And so his phone’s on the table and it rings and it says Michael Ovitz. And I gasped. I’m like,
1:20:40 oh, cause I read Michael Ovitz was the most powerful man in Hollywood at one time. He had like 75%
1:20:43 market share, 90% market share. He was the most powerful agent. He’s the founder of CAA,
1:20:50 which still exists to this day. And I’m like, oh God, I know who that is. I’ve done episodes on this
1:20:54 guy. And so he picks up and they’ve been friends for like 20 years, 25 years, something like that.
1:21:00 And he goes, Hey, I’m sitting here with somebody you might know. Have you ever heard of David Senra
1:21:04 and the founders podcast? And Michael pauses. He goes, I listened to four of them yesterday.
1:21:08 He was on his boat in St. Bart’s. That’s incredible.
1:21:13 No, but this is how, why he’s a shark and a killer. He’s on his boat in St. Bart’s. He’s like
1:21:18 studying Rockefeller and Vanderbilt. He’s like quoting stuff from the episode. And so we wind up
1:21:21 having dinner. Rockefeller, one of the biggest sharks to ever live.
1:21:24 Oh, a hundred percent. And so we wind up having dinner. And this is one of the things I asked him,
1:21:27 you know, because his whole thing is like, you’re going to run through, you know,
1:21:30 you’re going to meet thousands of people in your life. He’s going to definitely meet way more
1:21:33 people than I will. Cause I’m an introvert. And he used to like call 300 people a day.
1:21:37 Cause he was like kind of running Hollywood, but his, oh, it’s his advice to me. It was just like,
1:21:42 you know, you’re going to meet thousands of people in your life. And what I would recommend is just
1:21:47 spend all the time with the handful that really matter. And he’s like, for me, Rick is one of
1:21:52 those people. And I go, why? And obviously, you know, he’s like, well, he’s intelligent. And
1:21:54 basically, but he’s like, cause he tells me the truth.
1:22:00 That’s one thing you can rely on Rick for. I’m not sure he can help himself, but it’s a conscious
1:22:00 decision.
1:22:05 But no, but in general, his whole point is like, when you get to be as famous and as well-known,
1:22:09 as wealthy as Ovid, everybody’s going to kiss your ass. Everybody wants something from you.
1:22:12 They want to either want to tell you how great you are, or they want money from you, or they want
1:22:17 you to sell, like buy something. And he’s just like, there’s so few people that, you know,
1:22:21 that like truly love you for you and don’t want anything from you. They just want to be
1:22:25 friends and they will tell you the truth. And this is the very dangerous thing that
1:22:29 really successful people do. They surround themselves with people that don’t tell them
1:22:33 the truth. This is an idea I got from Jim Casey, the founder of UPS. He realized that there’s
1:22:39 this weird like capture if you only talk to your top executives. So let’s say you have 10 top
1:22:43 executives and then they distribute everything else for the company. They work themselves as a
1:22:47 position where they have the ear of the king and you hear nothing good. So he’s like, I don’t
1:22:51 want to talk to them at all. He would stop and talk to every single, he’d make his
1:22:56 driver stop every single time they see a brown truck. And he would talk to the people doing
1:22:56 the actual service.
1:22:58 Because he wouldn’t get the bad news.
1:23:04 They would tell them what actually is going on, what is actually happening. And the crazy
1:23:08 impressive founders that I’ve been able to spend a lot of time with, most of them are 60, 70,
1:23:12 80 years old. Those are my favorite. I love them. They’re not in their office. They’re in their
1:23:17 warehouses. They’re on the factory line. They’re in their stores. They’re constant contact with
1:23:22 the customer and the person delivering the service to the customer. They’re not looking at a whiteboard
1:23:27 with their executives. They’re very practical, non-theoretical people. I think it’s like really
1:23:32 important. So yeah, I think in my own thing, it’s just like, I like to be obsessed and focused on one
1:23:37 thing. I don’t like to multitask. So therefore, you know, every single publisher, it’s like,
1:23:44 write a book. You should do this. I’m like, everybody says, Hey, I like X. So do Y. And I’m
1:23:49 like, but then if I do Y, I don’t do X. And so my whole thing is just like very simple. I just want
1:23:50 to do one thing relentlessly.
1:23:59 So related to Michael Ovitz, there are a few notes here that I think relate to the new show and the
1:24:03 interview you did with him. And I want to ask about two of them. So the first is the benefits of low
1:24:10 introspection. And the second, so you can tackle these in either order is this can’t be my life
1:24:15 in quotation marks is a powerful motivator. Can you expand on those?
1:24:18 So this can’t be my life is a very powerful motivator. You see it over and over again.
1:24:22 I think the sense of drive, like the way you grew up on Long Island, the way I grew up, I was like,
1:24:25 I’m not going out like this. I don’t care what I have to do.
1:24:26 I’m not going to replay this movie.
1:24:31 No way. I think in many cases, seeing examples of what you don’t want your life to be
1:24:35 is more powerful than seeing what you want it to be. I think maybe that one comes first. And then
1:24:38 you start to see, oh, I actually, this is the path I want to go down.
1:24:44 There’s an expression in Japanese, which is hanmen kyoshi. Hanmen is like opposite side. Kyoshi is
1:24:48 teacher. And it’s someone who teaches you by showing you what not to do.
1:24:51 Yeah. I would say my family, definitely.
1:24:51 A lot of those.
1:24:57 Yeah. Like you just see this over and over again. And so with him, like he could literally,
1:25:01 he grew up in the Valley. He could see where he wanted to be. He could see the mansions of Beverly
1:25:06 Hills. He saw the contrast between, this is what I’m worried about with social media. It’s like
1:25:11 before we grew up, what do you see? You basically see like, oh, like that’s the nice neighborhood over
1:25:16 there. That’s kind of a bad neighborhood. Now you see like the richest people in the world every day
1:25:19 and the poorest people in the world. Like you’re exposed to nothing but extremes, which is like,
1:25:23 we’ve never in human history, we’ve never been exposed to that. And like, what is the long-term
1:25:28 effects of that? I have a teenage daughter now. And I think there’s like a lot of negativity of
1:25:32 this. Like you only see the most beautiful people. If you were just in a town, like where we grew up,
1:25:36 you might see a really beautiful woman. You’re not seeing them all day long. Like these,
1:25:44 it’s just like this unfair barrage of like, you know, unattainable standards. So with him,
1:25:50 he was like fiercely driven to succeed. And one of my favorite parts of his book, you know, the guy now
1:25:55 wildly successful. But even before that, like when he, so he left, I think it was William Morris
1:25:59 agency, start CIA, they started to have a little success. He winds up buying a house in Brentwood
1:26:06 and it was like $650,000, right? Which is fantastic, but nothing compared to what’s going to happen over
1:26:11 the next decades in his life. But he just woke up every morning. He’s like, I can’t believe I live in
1:26:16 Brentwood. I can’t believe this. I did this. And then once you start seeing results, the grind becomes
1:26:22 very addictive. And he, if you add what’s the sarcotype grinder, like I’m going to throw sheer
1:26:29 hours and energy. He’s also an amazing, one of the best salespeople alive, very charismatic.
1:26:33 He’s got a lot of superpowers. I actually met Mark Andreessen. I asked him this because Mark
1:26:37 Andreessen is on record saying that when he started A16Z, they essentially copied CAA.
1:26:39 I think they brought Michael Lovitz in.
1:26:43 They did. It’s in the, they both talk about this. And I said, I asked him, I go, what do you think
1:26:47 Michael’s superpower? He’s like, he’s the world’s greatest agent and therefore the greatest sales
1:26:52 person, world’s greatest sales person. And so that’s like one example from his book is just like,
1:26:56 this can’t be my life. I don’t want to be like this. I’m going to do direct all my energy and do
1:27:00 something different. Now, the low introspection thing is I’m not a controversial person. I’m just
1:27:04 sharing lessons from history that I read in a book. You don’t have to listen. You don’t have to pay
1:27:10 attention. It doesn’t matter. But when I bring up the fact that a lot of these people have low or
1:27:17 zero introspection, meaning that when they find what they want to do in life, they wake up and they know
1:27:21 exactly what they’re doing that day. Sam Walton was not waking up saying, what are my feelings like
1:27:24 today? What should I do? Should I think about the meaning of life? He’s like, no, I found Walmart.
1:27:28 I made one Walmart. I’m going to make another one and another one and another one. I’m going to make
1:27:33 every Walmart better and better and better. And I think having low introspection after you found your
1:27:36 mission in life. And this is a sad thing. I think most people never find their mission.
1:27:39 I know I found my mission. I don’t think about what should I do today?
1:27:44 We’re going to talk obviously about the new show. We’ve been alluding to it and mentioning some of
1:27:52 the guests, but before we get there, so you’re about to meet Michael and he had been
1:28:00 ostensibly on vacation, but he’s listening to your episodes on Rockefeller and others. Do you recall any
1:28:06 of the other episodes? The Vanderbilt one stuck up in my mind. I mean, we text about them. I don’t
1:28:10 remember. The Vanderbilt’s the one that really, the Rockefeller and the Vanderbilt, but the Vanderbilt
1:28:15 especially, because Vanderbilt’s like, what I say is like, I’m kind of telling the same story over and
1:28:19 over again. I think it’s more like church than it is like, just like I went to church. I grew up as a
1:28:25 fundamentalist Christian. Like we met together with like believers on regular intervals on Wednesday
1:28:28 and Sunday. And it’s not like the preacher got up there and was like, Hey, we talked about that Jesus
1:28:33 guy enough. We’re going to move on to somebody else. Like we literally just go to the same book over and
1:28:37 over again. And so I always say there’s like always a historical equivalent to anybody we’re dealing
1:28:42 with today or in the past. But Vanderbilt to me is not, there’s not like an entrepreneurial
1:28:49 historical equipment. He’s like Putin or something. When he died, he controlled 5% of the money supply.
1:28:55 One out of $20. So I guess the reason I was asking about the episodes, and I don’t know Michael,
1:29:04 so this is not a judgment or criticism of Michael at all. But I suppose if you believe that there is a
1:29:08 value to low introspection for the purposes of building a business, which I would agree, right?
1:29:13 Is there not a risk? And I have not listened to those particular episodes on Rockefeller and
1:29:17 Vanderbilt, but I’ve read a bit of the history. Like these are not necessarily people you
1:29:20 automatically want to model everything in office.
1:29:21 No, I think Obitz would.
1:29:29 This is, I suppose, my question is like, is there a risk of ending up sort of amoral, immoral, or like
1:29:36 sociopathic if you, one of the things you optimize for is low introspection because, or maybe that’s
1:29:38 just hardwiring, frankly, and you’re just not inclined to do it.
1:29:40 That’s a great question.
1:29:46 Because this archetype does exist. It’s just like the rape, pillage, destroy archetype is an archetype.
1:29:51 They’re overrepresented in entrepreneurship. Why? Because if entrepreneurship done correctly,
1:29:56 yield the greatest material rewards in human history. So of course, it’s going to be full
1:30:01 of psychopaths and sociopaths. Like, I don’t know if you know the numbers on this, but they assume
1:30:05 5% of the population is sociopathic or something like that. Is that, you know,
1:30:05 I don’t know the numbers.
1:30:09 So let’s just make it up. It’s 5% of the general population. It’s probably, you know,
1:30:14 five times that of entrepreneurs and investors and people like this or anybody, political power,
1:30:18 power in general. This is why I think the work of Robert Caro is so interesting. And I always make
1:30:22 the argument that like, there should be a law. The only one law that I would foist upon society is
1:30:27 that there’s only one person allowed to write a thousand page biography. I have no problem reading.
1:30:30 Almost none of the books that I’ve read that are a thousand pages needed to be a thousand pages.
1:30:34 You just, they just didn’t know what to put in there. Robert Caro is the only one that should
1:30:37 be able to write long biographies because everything that he has in there should be in there. I think
1:30:41 he’s a master of his craft. He’s the best to ever do it, but he’s saying, I’m not writing biographies.
1:30:48 I’m writing about how humans accumulate and then wield power. And I did it first on a local level in New
1:30:53 York with Robert Moses. And now I’m showing what happens on a national level. And guess what? LBJ
1:31:00 would sacrifice everything to get what he wanted. Personal ethics, his relationships, everything.
1:31:01 Stealing elections?
1:31:06 Yeah. This is the wonderful thing about studying history. History doesn’t repeat. Human nature does.
1:31:11 So if you just read, me and you both love Will and Ariel Durant, read their history of human
1:31:14 civilization, read their a hundred page book, lessons of history. The same stuff repeats over and
1:31:18 over again. So when it comes out and you see this on the news, like, oh, of course no one stole the
1:31:23 election. It’s like in all different countries. Stealing elections is an American pastime. Just read
1:31:27 Robert Caro’s and it could be like a little, you know, Senate election in Texas.
1:31:32 Exactly. If you don’t think that missing ballot box. Yeah. It’s just like, it’s the line I have
1:31:38 about this is from Will Durant, where he’s just like in every age humans are dishonest and governments
1:31:43 are corrupt. It’s one of my favorite quotes from lessons of history and every age, nothing that we’re
1:31:47 doing is new. We’re just, we’re telling the same stories over and over and over again. You see the
1:31:52 same people over and over again. So yeah, I’m sure there’s a ton of people that read these biographies
1:31:56 and that listen to my podcast that are absolute psychopaths. I don’t think Ovitz is a psychopath.
1:31:58 He’s an extreme winner. He wants to win.
1:32:00 The line may be pretty thin.
1:32:02 Yeah, of course. Of course.
1:32:06 I’m not saying he is, by the way, a sociopath is just that, just like you were mentioning,
1:32:12 you can convince yourself of a bad idea very compellingly, just as you can a good idea.
1:32:18 It’s like when you start to get into the gray waters of morality and like as winning compounds
1:32:24 upon winning, oftentimes the person who cares less about other people wins. If they can discard
1:32:29 that consideration, a hundred percent, that’s been true in the past, true today will be true. That’s
1:32:34 the point that this is why it’s so interesting. I look at this as almost, I think something I didn’t
1:32:38 even understand is I have the ability to like step outside of myself and I’m kind of like a casual
1:32:39 observer of human nature.
1:32:44 I want to ask you, and then I’m going to hop to questions about podcasting and the new show
1:32:55 about how you think about assessing leaders, entrepreneurs, reading biographies or autobiographies
1:33:04 topics and figuring out what people claim as things that help them succeed to succeed, actually help
1:33:09 them versus hindering them. In other words, like what are the because of versus the in spite of? So for
1:33:17 instance, if high disagreeability or low agreeability is common across a lot of founders, you know, to what
1:33:23 extent can you point to that as one of the causal factors for their success as opposed to just an
1:33:28 emergency break they had on causing all sorts of problems that they managed to overcome. So they succeeded
1:33:32 despite. How do you think about separating those two things?
1:33:36 One of the things I love about James Dyson, who I, you know, is a hero of mine. It’s the person that on the
1:33:41 planet that I want to meet that I haven’t met. The number one is him. And what I love about him is like how stubborn
1:33:46 he is because I see myself in that. And it turns out his stubbornness worked out for him because he had the
1:33:51 right idea. But this is where it goes back to like, you can’t blindly copy. There’s no formula. Like there’s
1:33:56 no formula. There’s no track. So it’s like he’s stubborn on an idea that was a great idea. It just
1:34:01 needed more time. You could be stubborn on an idea that’s terrible and going nowhere. And then you did
1:34:04 the exact same thing for the exact same amount of time. And on the other side of that, he has one of
1:34:08 the most valuable private health companies world and you have a miserable life. There’s no answer to that.
1:34:13 There’s nobody coming to save you. None of this shit works if you can’t trust your own judgment and
1:34:18 figure things out. That’s why when people are like, oh, more people should be entrepreneurs. I don’t know about
1:34:23 that. I want to like encourage the people that think they can do it to do it. But I think in many
1:34:28 cases, most people should work like they should choose a different path because it’s very, very
1:34:32 risky. You know, like Todd Graves, the Raising Cane’s guy I told you about, right? His whole thing
1:34:39 is entrepreneurs should have higher risk tolerance. James Dyson multiple times risked every single
1:34:45 possession he had to chase his dream. He signed over his house multiple times. If he failed,
1:34:50 they could have been homeless. It worked out for him. Todd Graves had this crazy way to finance the
1:34:55 first 28 Raising Cane’s where essentially he goes to an angel investor. He goes to Tim Ferriss and says,
1:35:00 hey, you going to give me $200,000 loan. Okay. It’s going to be subjugated loan to the bank.
1:35:06 I’m going to guarantee you a 15% return on the $200,000 for X amount of time. You say, oh, that
1:35:11 sounds great. You’re paying me 15% on my 200 grand, but you don’t get any equity. I take that 200,000
1:35:17 equity that I have from this document from Tim. I go to a bank and say, this is as collateral loan me the
1:35:21 other 600 grand or whatever the number is to get this up and running. And he did that for 28 times.
1:35:25 And he’s like, oh, I’m rolling, rolling, rolling. Leverage up to his eyeballs. What’s the problem?
1:35:29 I open up every time I open a new Raising Cane’s, there’s a line at the door from day one. Well,
1:35:34 then a little thing called Hurricane Katrina comes and guess where 28 of his restaurants are all in
1:35:40 Louisiana. And he almost died. And he says, like, if I didn’t come out of that, there would be no story.
1:35:44 It’d be gone. And then I guess the second part of, I don’t know why this popped in my mind,
1:35:49 but you know, when you’re reading history, right? We’re reading about stories that happened a hundred
1:35:55 years ago, 200 years ago, 50 years ago. Some of them are from that person’s own mouth. Like imagine if
1:36:00 you tell your own life story, here’s the good part. You’re going to like, you’re going to hide the bad.
1:36:03 You’re human. And so people are like, well, how do you know if what you’re reading is true?
1:36:07 The line is, it’s like, if you think the news is fake, wait till you read history.
1:36:13 It’s like, it’s just old news. I don’t know. My idea is like, we’re not taking a test at the end
1:36:19 of this. I’m not saying like, did this actually happen in 1912? It’s like, is the idea behind what
1:36:25 he’s doing a good idea for me? And so like the example of Rockefeller, right? That you see that
1:36:29 Elon used where like Rockefeller tells a story. I don’t know if it actually happened, but he tells a
1:36:36 story where they would have to solder closed the barrels that they transport oil in. And he goes
1:36:41 up one day and he says, how many do you drops of solder to use? He’s like, I use 40. It’s like,
1:36:46 have you ever tried 38? He’s like, no, we’ve never tried 38. Can you try 38? They tried 38. It leaks.
1:36:52 Okay. Try 39. They tried 39. It doesn’t leak. That one drop of solder at the time of the business saved
1:36:56 him, you know, $25 a year business grows and compounds for the next three decades. And now he’s
1:37:00 saving like, you know, hundreds of thousands from that. Did that actually happen? I don’t know,
1:37:05 but that’s a good idea to find the limit to actually, Hey, maybe I should control my costs a little bit
1:37:09 more. Maybe I should, I need to actually see if I can do this in a more efficient way. I don’t know
1:37:13 if it happened. I just want the idea behind it. Yeah. Just to reiterate what you’re saying,
1:37:18 it’s tough to separate the fact from fiction, right? And then sometimes this is actually why I just read
1:37:25 fiction. Cause I’m like, there still are truths to extract. There are principles that you can extract
1:37:31 from this is now cliched because it’s been made into a popular movie, but Dune or stranger in a
1:37:36 strange land. Like you can actually pull a lot from just straight up fiction. And then when it comes to
1:37:41 the business side, you know, cause I’ve read so many, not as many as you, but tons of business books
1:37:48 still have my early copies and my notes from those books with losing my virginity, Richard Branson,
1:37:50 early Yvon Chouinard. Yeah.
1:37:57 I think it’s let my people go surfing, et cetera. Still have all those books. And when you look at
1:38:02 part of the reason also that I like early biographies, so let’s just say like hard drive
1:38:10 verse on Bill Gates versus like a later, I don’t want to say sanitized, but let’s say sanitized
1:38:14 version where I’m going through this right now. Right. Or, or it’s like, look, Warren Buffett,
1:38:20 loved the guy. He’s turned himself into like the aw shucks grandpa neighbor who takes his garbage out
1:38:24 killer of robe. He’s a killer. And I remember reading, I think it was the making of an American
1:38:30 capitalist way back in the day. And the story that stuck out, and I hope I’m not inventing this. I
1:38:36 don’t see why I would, but his routine was to go home, walk upstairs and read.
1:38:43 Step over his children. Exactly. So his, I was his son who had fallen down the stairs is like
1:38:51 sprawled out like a chalk outline and a crime scene steps over his injured son to go upstairs to do more
1:38:56 reading of S1 filings or whatever he was doing. You bring up something interesting. This is why
1:38:59 I don’t believe them when they say they have regrets at the end of their life.
1:39:04 So if I read making American capitalist, right? Excellent book. I think that’s actually the best
1:39:09 biography. It’s so good. You read Snowball after his wife leaves him, right? And he says the biggest
1:39:14 mistake, if I could go back and live life again, the biggest mistake I would do, I would change
1:39:18 whatever I need. So I think her name was Susie didn’t leave me. No, I don’t believe you. I don’t
1:39:23 buy it. No, none of them. When they all say like Leonardo DiVecchio, the guy that started Luxottica.
1:39:28 Yeah. I think I did like translate it from Italian. Like some of these biographies are in different
1:39:32 languages. And so like, again, go back to differentiation. What can I do that no one else is doing?
1:39:36 We’ve translated the Red Bull book from German. Which was awesome by the way. I listened to that.
1:39:40 I appreciate that. But he gets to the end of his life. You know, he was an orphan. Dad dies young.
1:39:46 What was the company again? Luxottica. So they essentially monopolize glasses, everything. So
1:39:51 Mark Zuckerberg just invested, I think, three and a half billion dollars for like 3% of the company.
1:39:51 Wow.
1:39:58 And so for essentially 60 years, he does this slow, methodical Rockefeller-esque march through the
1:40:03 entire industry until he controls every single component of eyeglasses, sunglasses, everything.
1:40:07 It’s like completely dominant. And he gets to the end of his life. He’s just like, oh yeah,
1:40:12 like the one regret I have is like, he was married multiple times. I think there’s like a 50 year gap
1:40:17 between like his oldest son and his youngest son. So it’s like, he’s like a wild boy, but he’s like,
1:40:22 one regret I have is like, I didn’t spend more time with kids. No, that’s not, you wouldn’t change a
1:40:26 thing. It’s not true. It’s not true. You could, I don’t think they could to, that’s what, what you
1:40:30 just said. It’s like, maybe they didn’t have a choice. Maybe it’s just hardwired. And so I’m going
1:40:37 through that really right now because this week I read Source Code, which is Bill Gates’ autobiography
1:40:44 about the first 20 years of his life. His version, I reread Hard Drive, Overdrive, which is also written
1:40:49 by the same guys that wrote Hard Drive. And then I pulled all my highlights and notes for Paul Allen’s
1:40:54 description of Bill Gates and Paul Allen’s autobiography. There is a vast difference between
1:40:58 what’s in Source Code and what is in Hard Drive. And it’s obviously, Hard Drive is more accurate.
1:41:05 It’s written right after it happened. Bill is not the 70 year old man he is now. And you know,
1:41:09 it’s just, he’s, he’s in a different world, but watch his interviews, watch the documentary on Netflix
1:41:13 about him. He’s like, I was hardcore. That was my advantage. He was.
1:41:13 Killer.
1:41:13 Yeah.
1:41:17 And also, you know, these, these questions, right? A lot of the questions that I ask myself
1:41:22 when I’m reading any nonfiction, I shouldn’t say any nonfiction, let’s say biographies where
1:41:26 I’m hoping to model something. One is like, is, or an autobiography, like, okay, what’s the
1:41:32 bias here? Are there any particular biases I should be aware of? Okay. Is anyone in like reputation
1:41:38 rehab mode before they die? Okay. Let’s keep that sure. What type of survivorship bias might
1:41:42 there be? Who tried the same? Do we have 99 out of a hundred who tried something similar
1:41:47 and failed? Let’s take a look at the tape. Okay. Luck is luck. Luck’s everywhere, right?
1:41:50 So the fact that Bill Gates ended up with a computer, when he ended up with a computer is
1:41:56 just like, you know, timing, I think timing, timing is a huge piece. By the way, these are
1:42:00 not all reasons to discount anything, but I just want to mention a couple of that I try to
1:42:05 think of. The other I try to think of, because I might try to mimic someone in sports, right?
1:42:09 If I’m trying to learn something new or language learning or whatever it might be, what is trainable
1:42:14 and what is not trainable? Because I’ve heard these stories from people who know Bill Gates
1:42:18 and they’re like, well, we were going to go on this like short vacation in fill in the
1:42:22 blank. I can’t remember Costa Rica, right? And they’re going to go on a birding trip in the
1:42:27 morning. It’s just like a two, three hour thing with a world-class birding guide. And they
1:42:34 do the trip and the night before Bill has stayed up and read five books on birding, memorized
1:42:41 them seemingly without trying. And it’s basically having like a peer to peer discussion with the
1:42:47 birding expert as they’re going through the rainforest. That’s not normal, right? That’s
1:42:51 like, I’m going to do calf raises to make my body look like Michael Phelps. Like, no, you’re
1:42:54 not, that’s not going to work. So it’s like, when I’m looking for people to model, I’m trying
1:43:01 to find people who have hopefully a comparable composition of strengths that I can amplify
1:43:07 in myself or that are coachable, right? And the question after all of that is, does anyone
1:43:13 stand out to you of the biographies or people you’ve met where you’re like, in terms of someone
1:43:18 doing the most with the hand they’ve been dealt, right? So maybe they’re not a freak of nature.
1:43:23 Like they’re not a freak of nature necessarily because there are freaks of nature among the
1:43:27 people that you study, the people I study, but it’s like, all right, these people might
1:43:33 have a few strengths, but they’re not complete freaks. They’re not the Usain Bolt of fill in
1:43:40 the blank. And man, oh man, did they play their hand well. They’re just so good at playing the
1:43:43 hands that they are dealt. That person. Does anybody stick out?
1:43:47 Sam Walton. Sam Walton’s one of my favorite entrepreneurs. If you really think about it,
1:43:50 like he had this crazy thing, it’s a crazy idea. I don’t even think, he obviously didn’t know
1:43:56 what Walmart was going to turn into, but one of the ways they avoided all the inheritance tax is if you
1:44:02 give away the equity before it’s valuable. So if you look at the last time I checked, if you look at
1:44:09 all of the Walmart equity owned by the family, that means the wealth that came from his idea would be
1:44:15 like 432 billion today. If it was consolidated in one person. Right. And when you study Sam,
1:44:18 he’s like, obviously smart, but he would just like, he didn’t really know what he was going to do.
1:44:24 Then he had this idea is like, well, maybe I can be good at retailing. And then he starts out in
1:44:30 Newport, Arkansas with one store. And this is what drives me insane about the modern day entrepreneurship
1:44:33 industry. He’s like, everybody’s, they start out with like weird goals. Like I’m going to build a
1:44:37 trillion dollar company or I’m going to be the fastest person to a hundred million ARR. And it’s just like,
1:44:42 okay, but none of these people talk like that. Like you, you, you’re doing it for the wrong reason.
1:44:45 So you probably won’t get there if that’s just the case. Like what Jerry Seinfeld says,
1:44:49 like, if you’re just doing it for the money, you only get so far. And with him, he was just like
1:44:54 fascinated by stores and trying to make it a little bit better every day.
1:44:58 Well, it’s not vacation, right? He would, didn’t matter where he was, he would go into retail store.
1:45:04 His kids told the story. It’s just like vacation was essentially driving to different towns and
1:45:08 checking out different retailers. And so, but the reason, the most important thing about his
1:45:13 story, one of the most important things is this idea to go slow now so you can go faster later.
1:45:17 And so you’re like, okay, the beginning of his career, he’s like in one tiny store. I think they
1:45:23 start doing like 25,000 a year, 25,000 a year in revenue. I think he gets up to like 250 grand.
1:45:27 It took him five years, but for five years, you just had one story. It was like experimenting,
1:45:32 understanding, trying to figure out what the different parts of retail are. Cause there’s no such thing
1:45:34 is discounting and wholesale and all the other stuff that he was doing that he’s going to do
1:45:39 later on. And then what’s fascinating is later in his career, after Walmart, he then takes that idea.
1:45:42 He goes and fits the sole price who we mentioned earlier. He takes that idea. He’s like, oh,
1:45:46 this is a great idea. I’m going to do this. He does Sam’s Club. And then that same five-year period.
1:45:52 So you have the first five years, one store separated by maybe 40 years in the career. That second five
1:45:56 years when he’s starting something else in that five-year period, he doesn’t have one store. He winds up
1:46:03 doing, I think a hundred stores and like 7 billion in revenue from this new category because you see
1:46:08 him learning. And so like, yes, I think he was brilliant. He’s not memorizing five books overnight
1:46:13 and doing that. His is a very, this is like mine. One of the reasons that I do what I do is because
1:46:18 Munger became a hero and he talks over and over again about being a biography nut that he read more
1:46:22 biographies than anybody else. I got to spend three hours inside of his house, right? Talking to him
1:46:28 right before he died. I don’t care how many biographies I read, how many books I read for
1:46:34 the rest of my life. I cannot have a brain like him. I will never have a brain like him. Anybody at
1:46:39 99 is going to have some level of cognitive decline. You know what? One of my first thoughts was about an
1:46:43 hour and a half in the conversation with him was this guy had to be terrifying when he was 60.
1:46:49 Terrifying, like terrifying. Think about this. Everybody that I know, I always, when I get to meet
1:46:52 fancy people, I always ask him like, who’s the smartest person you know? What’s the best business
1:46:56 you know? And it can’t be like Apple, like these interesting weird things. And every single person
1:47:02 that says if they have no Buffett and they don’t tell you as Buffett, they’re wrong. And Buffett chose
1:47:08 this guy to let him mold and shape his thinking. What does that tell you about his intelligence?
1:47:13 And I remember, because this is what I do. I’m like laying bricks every day. I don’t think I’m a
1:47:17 brilliant person. I just like show up every day and don’t quit. And so once I find Munger,
1:47:21 I read literally not. Well, I read some of the books. I read every single book on Munger.
1:47:26 Then I reread my highlights, which like over and over again. So my days, I wake up, work out,
1:47:31 read for a few hours, have lunch, then reread past highlights in the afternoon. All my social media
1:47:35 posts are just me rereading highlights. And so I read every single book on Munger. Then I reread all
1:47:38 the highlights. But then I read all the books he tells me to read. Because he’ll tell you,
1:47:41 read Les Schwab. He’ll tell you all these things. He’ll tell you Henry Kaiser. I was like,
1:47:45 who the hell is Henry Kaiser? Henry Kaiser started a hundred companies. He built a Hoover
1:47:49 Dam. He built Liberty Ships. I go, what? By the way, just the fact that pretty much
1:47:52 everyone listening to this podcast will have no idea of who that person is. Yeah.
1:47:58 Just underscores, I think, how ridiculous it is to get overly fixated on legacy as an excuse for all
1:48:03 sorts of behaviors. Yes. Nobody’s going to run me. I’m anti-legacy and I’m anti-family dynasty. I think
1:48:09 like bequeathing your kids a bunch of wealth is, well, that’s another story for another day.
1:48:13 But okay, a hundred companies. Right. Hoover Dam, which by the way, was made in what? Like
1:48:16 eight years or 12 years or something? I mean, some insane time span.
1:48:22 And so then, first of all, I’m freaked out. I’m there. It’s me, two other young entrepreneurs in
1:48:26 their thirties. And they had both met Charlie before. And then like, I’m like 10 minutes in
1:48:31 and I’m just like, oh, I just couldn’t believe what’s happening to me. I’m like, that’s fucking
1:48:35 Charlie Munger over there. And like, and then you know, he’s looking at you because he’s like blind.
1:48:39 And so like, if he’s looking at you like this, he’s not looking at you. He’s got to go like this
1:48:43 and this. Cause then he’s got to look through his glasses. So, you know, when he’s looking at you.
1:48:48 And then my friend looks at me, he’s like, get in here, like do something. I literally sat there and
1:48:52 me not speaking for 10 minutes, it’s really hard for me to do. There’s a reason I do monologue
1:48:57 podcasts. So then I see we’re in his library. So then I’m like, oh, this is my savior. Cause I’ve
1:49:02 read all those books behind him because he told me to read them. And so this is why I said,
1:49:06 it doesn’t matter what I do. And this will answer your question a long way. I start asking
1:49:12 questions about Henry Kaiser and all these books and he knows the revenue. He knows the partner. He
1:49:16 knows how the business ended. He knows the mistakes they made. And then I go, Charlie, like when’s the
1:49:20 last time you read these books? And he’s like 15 years ago when we were shifting from the library to
1:49:24 dinner. I was like, Charlie, can I go through your library? He’s like, of course. And he’s just sitting
1:49:28 in his chair and I’m going through the books and I opened them. No notes.
1:49:38 Different stock. Yeah. Different stock. Oh my God. So, all right, we are going to get to the things I
1:49:43 promised, but I have to ask you. So in addition to smartest person, best business, what are some of
1:49:46 your other go-to questions when you meet the fancy folks?
1:49:51 So who’s the smartest person you know? What’s the best business you know? I actually got to spend
1:49:56 some time with Eddie Lampert and Eddie Lampert at one time was thought to be like the next Buffett
1:50:02 and he was mentored by Richard Rainwater. And I find Richard Rainwater really fascinating because
1:50:02 Richard Rainwater has probably-
1:50:03 Great name too.
1:50:09 Oh, excellent. Richard, first of all, no biographies on him. He died rather young. He probably created more
1:50:15 billionaire investors in America than any other person and direct mentorship. And Eddie
1:50:19 broke the record, I think in like the eighties or nineties for like the most
1:50:26 taxable income made by an American. And he was like super young. And so Eddie lives in Miami and I was
1:50:32 at his house. He was like, never again, I’m moving to Miami. No, so no, no. So that might be one of the
1:50:35 best investments because he probably paid $12 million for his house and his house will probably sell for
1:50:40 150 million today because it’s on the Island that Bezos lives on. And the house is beautiful.
1:50:44 I’m sure he won’t even notice it on his, on his balance sheet or in his life.
1:50:48 He’s like much more like out of the spotlight now. But again, he’s like one of these older guys,
1:50:54 just like very, very wise and like very quiet. He’s like me. He’s like introverted. Just like you
1:50:58 go to his house, there’s just books everywhere. He’s got this insane yacht that I went on called
1:51:01 the Fountainhead. I’ll let people Google it. It is insane.
1:51:03 I mean, great name too.
1:51:06 Yeah. But same thing. You go on the boat, dude, and it’s like full of books.
1:51:09 Ran out a room at his house and buy a super yacht for the books.
1:51:15 It’s the weirdest unintended hack ever to build a world-class network of just like read a bunch of
1:51:20 history and they’ll come get you. I’ve never sent a cold DM in my life ever. I’ve never sent a cold
1:51:21 email in my life.
1:51:25 So what do you, why did, why did Lambert come out? You’re asking him questions.
1:51:31 No. So I’m asking these questions, right? Basically. And they’re not mean to me. He’s like, yeah, but
1:51:35 there’s like better questions you can ask. I was like, okay, like tell me what they are. And so what his
1:51:39 answers are like the smartest person. He’s like, well, I spent a bunch of time with Buffett. And I go,
1:51:45 okay. And he goes, it’s obviously Buffett. And he goes, there’s actually a more interesting. And then
1:51:49 like, who’s the best investor, you know, that was another question I asked. And he goes, there’s actually
1:51:53 a more interesting question that you’re not asking. And I go, what’s that? He goes, who’s the best deal
1:51:58 maker? And I go, I don’t know what that means. Like, I don’t know anything about investing. Like the question
1:52:04 I’ve asked Rick and Patrick, they probably think I’m retarded. Like, I don’t know. You can, you can edit
1:52:08 that question out if you edit that word out. But like, they’re just like, what is wrong with this
1:52:12 guy? We didn’t even get to, I mean, I would say Brad Jacobs would fit in sort of the deal maker.
1:52:18 Yeah, but he, yeah, but his is like a different, this is very fascinating what Eddie said. So again,
1:52:22 Eddie, you can go back and like read profiles of him. Like he was like a boy wonder kid.
1:52:28 Rick told me a funny story. They used to all be at the same golf club in New Jersey and Richard
1:52:33 Rainwater walked in and Rick’s like a young kid and Rainwater’s a legend. And he’s like making
1:52:38 conversation with him. He goes, we just wait, the best investor in America is going to walk through
1:52:44 that door. And Rick goes, Buffett? And it was Eddie. So anyways, Eddie’s like, there’s a better
1:52:47 question that you’re not asking. I was like, all right, well, you’re way smarter than I am. Like,
1:52:51 tell me. And he goes, who’s the best deal maker? I don’t know what that means. And he goes, well,
1:52:58 an investor is judged on ROIC, return on invested capital. He goes, the two best deal makers I ever knew
1:53:03 were Richard Rainwater and David Geffen. So the thing about David Geffen is super underrated.
1:53:08 He’s another person I’d like to spend time with if I could is it’s one thing to have a bunch of
1:53:12 money. It’s another thing to have a bunch of money and be liquid. There is a line in this
1:53:17 profile in Larry Gossian that I read that says, anytime there’s a downturn, Larry Gossian is one
1:53:20 of the, maybe the most successful art dealer in the world. There’s all these like, you know,
1:53:26 art soars during great economic times and kind of doesn’t do so well in other times. Anytime there was
1:53:31 like a dip and they needed to make money, they’d call David because they said, David is as liquid
1:53:36 as a day is long. David gave like a 26 year old Eddie Lambert, like 200 million of his own money to
1:53:41 run. So David’s just like liquid. Staked him. And so he goes, David is a crazy deal maker.
1:53:45 I guess he didn’t stake him. He was an LP. I don’t think it was a fun structure. I think it was,
1:53:47 here’s 200, make it bigger. Make it bigger.
1:53:52 I don’t think you’d be like, you make money if I make money. It wasn’t, I don’t think it was a
1:53:55 permanent structure, which is interesting. Sam Zell never had a permanent structure. There’s actually
1:54:00 a lot of, I find those more, more interesting, but anyways, I was like, okay, so why is Richard
1:54:05 Rainwater one of the best deal makers? And he’s like, because with Richard, it was all returns,
1:54:12 no capital. And I was like, what? And he goes, Richard maneuvered himself into such a influential
1:54:17 position in the American economy because of who he knew and him being involved in your deal
1:54:23 immediately made more valuable that people just gave him the equity, all returns, no capital.
1:54:28 I was like, that was like one of my favorite ideas that I’ve like ever heard. Yeah. And he
1:54:32 would just tell amazing stories. Like he told me a story where like Richard, when he mentors you,
1:54:36 he like, he recruited Eddie. Eddie was living in New York working at Goldman Sachs, if I remember
1:54:40 correctly. He convinced him to move to Fort Worth, Texas. Have you ever been to Fort Worth?
1:54:41 I have.
1:54:42 Okay. I’ve been there too.
1:54:47 There’s nothing there. And in the eighties, there was less than nothing there. And this
1:54:53 kid moves there, they would travel together. And Eddie said, Richard would want to like summer
1:54:59 somewhere in like Massachusetts. And it was like this, this like 20 room hotel that was the
1:55:06 members only. Okay. So it’s like not open to a random public. And he insisted that Eddie be put in
1:55:11 the room next to him. And one day a bunch of guys are knock on Eddie’s door while he’s in the room,
1:55:14 especially like working and like researching. And they come in with a bunch of tools. He’s like,
1:55:19 what are you doing? He’s like, Richard wants us to put a hole in this wall. And Richard didn’t want
1:55:24 to go in the hallway and walk around to Eddie’s room. So he made them knock a hall and then install
1:55:31 the door so he could just go. He could have direct access to Eddie just with a door that didn’t exist.
1:55:32 That’s incredible.
1:55:34 He just had all kinds of crazy stories.
1:55:39 All right. So not Buffett, not Munger, smartest person.
1:55:40 That I met?
1:55:45 Yeah. Smartest person. Let’s revise that and just say, if you could pick one person you’ve met
1:55:49 to be like your coach slash Yoda.
1:55:50 Oh, Daniel Ek.
1:55:50 Daniel Ek.
1:55:51 Easily.
1:55:52 All right. That was fast.
1:55:57 Brad Jacobs gives me great advice. Michael Dell would give me great advice. Todd Graves. But like
1:55:59 this guy is around my age.
1:55:59 Yeah.
1:56:06 It’s like the gap between us is like so obvious when you solve for that. And again, I just think of like
1:56:12 the stuff he does, his clarity of thought. I greatly admire the product. I like products. I guess we
1:56:16 should back up like what is actually important to you. I don’t actually give a shit how much money
1:56:20 you have. I know a lot of people and I love these. We’re in New York right now. Some of my favorite
1:56:24 people. I like the PE guys way more than I like the VC guys because they’re just more honest.
1:56:29 They’re like, you know, the PE guys are like the VC gets, they have great lines about this. They go VC
1:56:33 gets all the attention. PE gets all the money. And then they’re like, the VCs are lying because they
1:56:38 say the founders are the customers. No, the LPs are our customers. The founders didn’t give you any
1:56:44 money. Then the PE guys are just honest. Why do you wake up every day to maximize the value of my LP
1:56:48 dollars? I don’t want to play that game. I don’t want to play it at all, but I respect their, their
1:56:54 honesty is refreshing. You know, their scoreboard is I have $6 billion and I’ll be better if I have eight.
1:57:00 I am obsessed with product. The fact that I work on my podcast for seven days a week, the fact that I
1:57:06 hand edit the transcript, like Mr. Beast drives me. He’s like, you’re stupid. Basically you need an editor.
1:57:11 You need all these other things. And like, I just am obsessed. It’s like, you don’t work all your life
1:57:16 to do what you love to not do it. I don’t want to outsource stuff. I like the craft of making the
1:57:21 product. I’m very proud. Some people might consider it’s embarrassing. When Spotify, my Spotify rap comes
1:57:27 out this year, the number one podcast on that is going to be my own. I go back and listen to it.
1:57:32 One, I think of it as a tool. I was on a treadmill in Malibu a few weeks ago, listening to episode 221,
1:57:36 which I think is a biography of Charlie Munger. I said Charlie Munger all the time. We forget how much
1:57:40 we forget. I listened to this hour-long podcast. I’m like, oh God, he’s got a lot of great ideas
1:57:44 that I forgot. I’m not doing it for like, because I like to hear the sound of my own voice. I also do
1:57:50 it because you think Kobe watched game tape? Like, how am I going to get better if I don’t? I just went
1:57:55 and when I interviewed Michael Dell, really more of a conversation than interview, but I listened to the
1:58:01 Michael Dell episode that I just did a few months ago. And all I hear is the flaws. All I hear is
1:58:05 like, you stupid idiot. You should use three sentences. That could have been one sentence.
1:58:09 That is not even interesting. Cut that next time. And it’s just like, that’s how I get better. I go
1:58:13 back and listen to it. So I am obsessed with product. The people that I admire the most are like
1:58:19 great products. It could be Jiro’s sushi. It could be the Spotify app. It could be, it doesn’t matter.
1:58:23 Shoes that I like, you know, I just love when people take what they do very seriously. And I
1:58:28 like the craft of it. And I want to dedicate my life to making a product that makes somebody else’s
1:58:32 life better. That is what drives me. I understand. And I have a bunch of friends that like the money
1:58:37 or like building the systems. If you want to go back to archetypes or just like having a big empire.
1:58:42 I don’t have any employees. You know, you have three, I guess I have two technical like
1:58:47 subcontractors, you know, doing clips for me and thumbnails and stuff like that. But yeah,
1:58:50 I don’t, I don’t have any desire for like a giant empire. I’m like a little craftsman in
1:58:51 my local shed over here.
1:58:55 So why do the new podcast? David Senra?
1:58:55 Yes.
1:59:03 Why do it? And we can use any number of different entry points here. So number one, why do it?
1:59:10 You don’t have to answer that as number one. I’m also curious where you see the podcast ecosystem.
1:59:15 Is it early? Is it late? Is it oversaturated? Is it undersaturated, et cetera?
1:59:22 And then how do you diversify an interview based podcast?
1:59:28 Okay. So let’s take the number one, the why to do it. I was resistant on doing it for years because
1:59:34 I like to do one thing and I don’t like to not focus a huge thing. If you could summarize nine years,
1:59:39 400 biographies under one word of what I’ve learned is focus. These people, whether they’re psychos,
1:59:43 nice people, different industries, they’re remarkably focused compared to like,
1:59:48 there are a different species than the current level of, you know, lack of attention spans that
1:59:53 we have now that I think are getting worse. So focus is excessively important. If you look at how
1:59:56 I spend my time though, right? We just talked about the importance of building a business is natural to
2:00:03 you. Half my waking time, I would like to be completely alone. Like not in the, even the house
2:00:09 with somebody else, like alone, just reading, thinking like I like solitude a lot to a scary
2:00:14 degree. So that makes sense. Founders reading books all day. That’s, that’s what you do. Like that makes
2:00:18 perfect sense. When I’m not doing that though, if you look at what else I’m doing, I essentially do
2:00:23 this data dump where I’m in silence half the day. And then I go out every night that I’m not with my
2:00:28 family. I usually have dinner with another founder, usually that I met through the podcast. And we
2:00:33 talk for three, two, three, four. And there’s no, like some people like, Oh, really impressive. People
2:00:36 will send me like, I would love to talk to you. And they like send me a calendar right for 30 minutes.
2:00:40 I go to that. I don’t do that. Like we’re not even going to start. We haven’t even started. Like,
2:00:43 if that’s what you think this is, like, I don’t care that you’re a billionaire. Like we’re just never
2:00:50 going to meet ever. And it’s always super long. The very first time, first time I can mention all
2:00:55 these people we talked for a long time. So I’m doing this anyways. And for years, people like Patrick
2:01:01 were like, you stupid idiot. You should be recording these. Like this is crazy. And so there’s two things
2:01:08 to answer your question that happened. One is the first time me and Patrick grab dinner in New York
2:01:15 with Daniel. Okay. We talk for four hours and we get in the car. Cause we’re going, we’re leaving
2:01:17 the city and going back to Patrick’s house. Cause I’m going to spend the night there before I go back
2:01:22 home. And the first thing Patrick says, and again, this is why it’s important to like the piece of
2:01:25 advice that Charlie Munger gave us when we were at his house. He’s like, your job at your age is to
2:01:30 build a seamless web of deserve trust with other people who are like you. He’s like, everybody knows
2:01:34 that me and Buffett, I met Buffett when I was 35, he was 28, but they didn’t understand. There’s a bunch of
2:01:38 other guys around our age that we built the same level of trust with. And we did life with and did
2:01:44 deals with forever. Most of them were dead by the time I met Charlie. And so relationships are very
2:01:48 important. And Munger has a line that trust is one of the greatest economic factors in the world,
2:01:52 which is, I’ve never heard anybody say that. That’s a truly unique idea. I agree with that.
2:01:58 And so like, there’s a level of trust that I am very standoffish. People call me a turtle. Like I get my
2:02:04 shell. Right. And so once you’ve penetrated that, like I have a level of trust that you want what’s
2:02:09 right for me, like there’s no weird competitive vibes here. We’re not like secret adversaries.
2:02:15 Like we just, I want to see you win. And we get in the car and he’s just like, God damn it. You need
2:02:20 to record these. And he’s like, I’ve known Daniel for four years. You got more out of him in four hours
2:02:27 than I did in four years. He’s like, I spoke 2% of the time. You spoke 49%. He spoke the other 49%.
2:02:30 And he’s just like, there’s no way that can speak to the soul of the founder in the world
2:02:35 that you can. And it’s because he says something and it’s not what he’s saying. It’s what Henry Ford
2:02:40 did here. And Henry Kaiser did there. And Jim Casey did over here. That’s how my brain actually works.
2:02:44 So I was like, okay, that was interesting. And then part of the conversation was, you know,
2:02:50 Daniel saying to take, I wasn’t doing video 375 episodes. I’m not doing for fame. I’m introverted.
2:02:55 And Daniel just saying in a very nice way, what are you doing? Like you’d stop riding the fence.
2:03:02 This is the game that you chose. And I have the data video obviously is important in podcasts. Like
2:03:06 you’re lying to yourself again. You know, the importance of somebody telling the truth. I want
2:03:10 people around me to check me. I don’t want sick fans, you know, and I’ll tell you the second person
2:03:14 that influenced me that check that calls me and checks me all the time that got in my mind for a
2:03:19 while. I was like, okay, that’s interesting. And I get sad when I don’t podcast. I would like to
2:03:24 podcast every day. And I can’t because I had to read an entire book before I sit down to make an
2:03:28 episode. I cannot make more than 52 episodes a year. I just can’t. People are like, you must read
2:03:33 fast. No, I read slow. 25 pages an hour at most. And I have to do all the other shit I just told you
2:03:37 I had to do. Like the highlighting and like, you know, long mistakes. It’s like taking photographs,
2:03:39 putting it in to read wise.
2:03:44 And so then, um, something that’s else that’s important to me is it’s like, I’m not a political
2:03:48 person at all. I don’t even read the news. I will find out the important stuff. If there’s a
2:03:52 pandemic, I’ll hear about it. If there’s a war, I’ll hear about it. Other stuff, no idea what’s
2:03:58 going on. I have no idea what’s going on. I’m purposely aloof. But one thing that I am passionate
2:04:02 about is that like entrepreneurship is good for the world. As long as you’re spending your time
2:04:06 building, because all businesses, you mentioned losing your virginity by Richard Branson. He has
2:04:10 the best description I’ve ever heard of a business. All of businesses is an idea that makes somebody
2:04:14 else’s life better. And therefore there’s always opportunity because there’s infinite ways to make
2:04:19 other people’s lives better. And so that’s what I’m trying to do. And so another person that we’ve
2:04:25 come close with is Jared Kushner. We live in Miami together and we went and met for dinner. And Jared’s
2:04:30 like a really smart and like buttoned up guy. And again, I don’t pay attention to politics. So like
2:04:36 the way I met him is actually, he reached out to Rick and it’s like, I’m a huge founders fan. Can you
2:04:39 see if David would speak at my company offsite? A lot of companies asked me to speak at their company
2:04:44 offsite. And I didn’t know anything about Jared. All I know is that people on the internet like to
2:04:50 argue about him because of the Trump stuff, you know, but I judge people on how they are with me.
2:04:54 This had to happen to you where you were like, that person’s great. And you deal with him like,
2:04:57 oh, that guy’s terrible or vice versa. I’ve had both. Yeah, exactly. So it’s just like,
2:05:02 I’m going to go into this. I have no idea about all this stuff. I’m just going to see how this is
2:05:06 going to go. And then we hit it off right away. And he was like, try to pay me. I was like,
2:05:09 no, no, no. Like it’s in Miami. I can drive over there. I could talk about this shit all the time.
2:05:13 I like talking about this. So like, and then, uh, we just built a relationship and a friendship from
2:05:19 that. We have similar issues. And so we meet for dinner one day and it’s right after basically he
2:05:24 went and spoke at this conference in Miami and he thought he was going to go talk about his new fund.
2:05:29 And he thought he was friends with the guy and the guy’s like selling tickets and making money off his
2:05:33 name being there. And like, it’s not like you’re paying the speakers. And the guy like essentially
2:05:39 ambushed him and starts asking questions like, how can you do business with Saudi Arabia?
2:05:44 They chop up Chisogi and all this other stuff. And then before the talk was even done, his social
2:05:49 media team was like clipping it and like sending it out and like press releases. So I show up at
2:05:54 this dinner and Jared’s always buttoned up and you know, always got his shit together. And he’s just
2:06:00 like, what the hell is going on here? By the time the dinner ends, it’s everywhere. And again,
2:06:06 I’m like, this is weird that the business and tech press in America, they hate business
2:06:12 and tech. They like cover things. I’m an enthusiast. I’m not a journalist. I’m not a critic. I read books
2:06:16 all the time where I hate the person or something. You’ll never see me do a podcast about it. I want
2:06:20 to talk about stuff. I like not things I hate. It’s a weird thing to go through. Imagine waking up
2:06:24 every day and your job is to like cover people that you secretly like wish you were like, there’s just
2:06:30 weird stuff that around this. Right. And so we had this idea at dinner. I was like, there should be a
2:06:35 place where I’m not talking about sycophant. I’m saying like Todd Graves, people make fun of him
2:06:39 because he says that God made him good at chicken fingers and that he’s living a chicken finger dream
2:06:43 and he thinks is a mission. But I’ll tell you what, he believes it. He’s been offered billions. He owns
2:06:48 over 90% of the company. He will never sell that company. He’s not doing it for money. He’s doing it
2:06:52 because he wants to make money and he does a lot of great things in the community. And I think people
2:06:57 should know that this guy exists and his ideas should be spread. That’s a good for the world.
2:07:03 So those two things happened. And I’m like, oh, this is interesting. I have this weird base of
2:07:07 knowledge. So the way Jared describes it is like, he’s like talking to you is like talking to 50 of
2:07:10 history’s greatest entrepreneurs at the same time. Cause like, we’ll talk about something and same thing
2:07:16 you see I do. And then Daniel’s way of saying that he’s like, you’re like a LLM trained on history’s
2:07:18 greatest entrepreneurs with the temperature turned up. Cause you’re crazy.
2:07:26 And so it makes it like entertaining. I mean, I think that’s no small contributor to why you have
2:07:33 a diehard fan base. Like it’s the pulpit preacher kind of fervor that you bring to it.
2:07:38 But I didn’t understand that until I thought about my childhood. When people say they go to church,
2:07:42 that’s not the kind of churches I went to. This is like, this is really gets me sad and where I was
2:07:47 almost crying earlier. It’s like my mom deserved a better life. She didn’t deserve to grow up with the
2:07:54 monster of her father. And frankly, the bitch that her mom was like the one thing that I remember
2:08:02 about my mom’s mom that she said to me was that I was a faggot. That is literally the only memory I
2:08:07 have is her. She was mentally ill. You’d go to her house, you know, national choir and like all those
2:08:11 things that, uh, there’s national choir is like the sun and all this other stuff that you, you get
2:08:14 like right when you go to the grocery store, she was like a hoarder. So she would, you’d go in the
2:08:19 bathroom and like stacks all the way up to the, she wouldn’t throw them out. But she read them.
2:08:24 Like we read the Wall Street Journal. Like you assume the stock is what the stock, they said the
2:08:29 stock price is. She’d read it. Like this is true. Like Bigfoot is true. President, this is, I was a kid.
2:08:33 This is the memory. I was the age when president Clinton, when Clinton was in the white house and
2:08:39 she was convinced because that Clinton was gay and his wife was lesbian. And so she saw like conspiracy
2:08:46 everywhere. And she directed at her grandchildren, which is like monstrous. And so like she deserved,
2:08:50 my mom deserved better. And then the problem was my mom didn’t have an education and she was a very
2:08:55 naive person. And so she turned to the church, but the church she turned to was like, you know,
2:08:56 Benny Hinnis.
2:08:57 I do know the name. Yeah.
2:09:02 Okay. So that’s like, you come up there and he blows on you and you don’t have leprosy
2:09:08 anymore. Or he hits you in the face, like does this thing and you can walk now. And all this stuff
2:09:12 was acting. They caught these people over and over again. And like, I remember my mom didn’t have a
2:09:16 bunch of money and her putting like a couple of crumpled up dollars and giving it to them because
2:09:22 she thought this is like what she’s going to get in her life. It’s sickening to me now that that
2:09:26 happened to her and that, you know, she fell prey to that. And then these people did this and they
2:09:30 have private jets and they have all, it’s kind of crazy. I’m sure there’s some people that do that
2:09:34 and they believe it. That’s a different thing. If they really believe it. I know that guy didn’t
2:09:39 believe it. Like the heat, come on. You didn’t believe that. And so, but then I didn’t understand
2:09:45 that. Oh my God, that influenced the way I make my podcast because it is like preacher. I feel I
2:09:51 shouldn’t be sitting at a desk. I should be sitting at a pulpit. Somebody bought the domain
2:09:58 churchforfounders.com and it points to my podcast. That’s amazing. So that’s why I’m doing it.
2:10:04 And then the other thing was like, I just like podcasting and I can have a conversation every
2:10:08 day. So we’re going to start out like every other week and then move up to every week. And then I
2:10:11 want to be having multiple conversations a week. That’s what I want to do because I’m doing it
2:10:15 anyways. Let’s just put a microphone there and it’s not an interview. Yeah. There’s some questions I
2:10:20 have for them, but it’s like a conversation. The idea that I’m going to do a business show
2:10:25 interview and compete with Patrick is, I think he’s the best interviewer by far. He’s so concise
2:10:32 and perfect. And like, he’s just really good at it. And I like to talk. I want to talk 49% of the time.
2:10:40 How will you balance the two shows? So it seems like founders podcasts takes a lot as it is.
2:10:49 One of the benefits of that format is now this might put a cap on growth to some extent, but if
2:10:54 you’re not playing the video game, it removes a lot of complexity, right? You don’t necessarily need
2:11:01 to travel. You just read, you enjoy your solitude. You do some long form audio. You can have notes in
2:11:06 front of you. You can be picking your nose. I can, as you take a deep breath, there’s a lot of
2:11:12 flexibility there. How are you going to balance the two without sacrificing founders, right?
2:11:16 Like snuffing out the magic X when you’re working on Y?
2:11:20 That’s a great question. And it’s something I was like very concerned with. And that’s why I said no
2:11:25 for so many years. And so then you think like, if you said yes, then how would you do it? Instead of
2:11:29 just blankly saying no. And there’s a secret of dealing with me that everybody that knows me for
2:11:34 a long time realizes it’s like water on a rock. Okay. So like, you’re going to come up to like,
2:11:37 this is literally going to happen multiple times. So let’s say like Patrick or Sam Hinkie would be
2:11:41 like, I have this idea. And immediately like, that’s the stupidest idea I’ve ever heard. I’ll
2:11:46 be like really like aggressive and angry. It’s like stupid idea, terrible idea. Then they mention it
2:11:52 like two weeks later. Now it’s just dumb idea. Mention it again, like a few weeks later, silence.
2:11:55 Then a few weeks later, like, Hey guys, I have a great idea.
2:11:57 It’s that idea. It’s the right idea.
2:12:03 So the slow bake, they’re just like, they know they’re just like, okay, I just going to,
2:12:07 it’s just a water on a rock. I’ll get to it. We’re just going to take a while. So the problem is now
2:12:11 I’ve said that they know that. And then you have other people that have to deal with me that like,
2:12:15 I’m very difficult to deal with. Obviously you are too. And like, I think like, that’s the one
2:12:18 thing we can bond over. You’re not trying to be mean. Just like, it’s just a part of our
2:12:25 personalities. And so the answer to your question is founders is a one person. So like I read, I read
2:12:30 research, I record, I set my own mics. I do all the editing. I hand do the transcripts. I do everything.
2:12:34 The only thing I outsource is that I think I have the clip guy I have is a little genius,
2:12:39 the young kid living in Paris. His name is Maxim. He’s incredible. And then I have somebody now because
2:12:44 I have to play the YouTube game, which I hate and I refuse to do. And all this other, you know,
2:12:46 the YouTube thing, like, yeah, I hate it. I haven’t.
2:12:49 Exactly. I’ve sort of cauterized myself on that.
2:12:54 Yeah. So like, I won’t do that kind of shit. I’d rather not get views. I have to see something
2:12:58 and say, I would click on that myself. I’m not doing things for numbers. I didn’t even know how
2:13:01 many people were listening to founders till like recent, till like first, like six years. I never
2:13:04 looked. And then I started doing these big sponsorship deals and they’re like, oh, I should
2:13:07 look. And they’re like, oh, this is great. But I don’t like thinking about numbers. I don’t want
2:13:13 it to influence anything that I do. And so founders basically take seven days. Usually I’m late on the
2:13:22 episode. I could see something in common with Dan Carlin. Yeah. I’m like five days late. He’s five
2:13:24 months late. God, man.
2:13:26 Love you, Dan. You know that.
2:13:33 Yeah. He’s literally the best podcaster I’ve ever lived. So what I realized is if I was going to do
2:13:39 this, I would need a team. And I don’t like working with other people because I am difficult. I can be
2:13:44 mean. I just am. And I don’t want to be mean. You know, I really don’t. Like you mentioned earlier,
2:13:50 like not getting some of the bad personality traits from them, you know? And I was worried. Like I’ve
2:13:54 asked friends, like, do you think I’m like sociopathic? Am I listening? Like, no, you have
2:13:57 empathy. Like you’re like, you have a hard outer shell, but you’re really soft in the middle.
2:14:00 Patrick would tell you that. He’s just like turtle. Yeah, exactly. When I was in Japan,
2:14:05 we went to some, what’s the ones where you have like 20 course meals? Oh, omakase.
2:14:09 Yeah. And they try to. Literally means basically I’ll leave it to you. Omakase-ru is like,
2:14:14 leave it to you. So you can use it that way too. Ah, omakase-ru. But why do they call it omakase
2:14:18 and it’s like multiple, what does it have to do with? Omakase is you, you don’t pick anything a la
2:14:22 carte. You let the chef sit down and they just give you what they want to give you. Yes. And then
2:14:25 they come in there and make sure. So you’re leaving it up to them. But then they come in after
2:14:29 everything and they like, like want to talk to you about it. Oh, that’s very on Japanese. Okay.
2:14:33 That’s probably for foreigners. Okay. So they try to give me. I mean, they might be like,
2:14:37 this is this. And then they stop. Well, but this guy was giving you a little mini TED talks. He tried
2:14:42 to give me, no, he tried to give me the Essence of Turtle. It was baby turtle. I was like, I’m not
2:14:47 eating turtle. Doesn’t sound great. I’m not, I’m not excited about Essence of Turtle. Hey, the face you
2:14:51 just made should be the thumbnail for this. I mean, I feel like if David Center doesn’t work as a podcast
2:14:58 name, you could have Essence of Turtle. So what I realized is I need a team. So
2:15:02 what I could see is eventually going down. Like right now I’m making a new Founders episode,
2:15:08 like every like 10 to 14 days, which is not good. And I try to do every week. The cadence probably
2:15:11 should be every two weeks because how me and Rick were talking about this this morning in regards to
2:15:16 you the same way. It’s like, what’s that old apocryphal saying that wrote about your short
2:15:21 letter, but I didn’t have time. So I wrote your long one. He says, me and you share that thing where
2:15:25 it’s like the reading is not taking longer. The recording is taking longer. It’s the editing before I do
2:15:32 anything. It’s this will be 15,000 word thing. I’m trying to get down to 5,000 words takes so long to
2:15:38 do. So answer your question could see a future where I’m never gonna stop doing Founders where I have to
2:15:45 reduce. It can’t be, you know, 52 a year. Second and biggest thing is I took an idea from one of
2:15:52 Rockefeller’s biographies. So one of the things that I do that I also think is important is you read all the
2:15:55 famous biographies, but you got to go through the bibliographies. Books are made out of books.
2:16:01 Everybody has read Titan by Ron Chernow. In the bibliography of that, there’s a better, the best
2:16:04 Rockefeller biography I’ve ever read. And I have like eight at the house I haven’t read yet. I collect like
2:16:10 obscure Rockefeller biographies that I’ll eventually get to. What’s your favorite one? It’s called John D.
2:16:13 The Founding Fathers of Rockefeller’s by David Freeman Hawk.
2:16:15 Better writer than a titler.
2:16:20 Yes. 250 pages instead of 800, but all about what you really want to know. You don’t want to know about
2:16:25 where his grandfather was born. You want to know how he built standard oil. And there’s this idea in there
2:16:29 that I’ve used called secret allies. This is going to answer your other question about podcasting,
2:16:33 where he’s at the beginning of the oil industry. It’s the very beginning and he’s there.
2:16:34 Rough and tumble time.
2:16:39 Yeah. No one knows shit about oil refining. So what does he do? He goes and builds a network
2:16:44 of secret allies with other oil refiners. And then eventually do something that’s even more nefarious.
2:16:49 They start something called like the Oil Refiners Association of America or something. And then he
2:16:53 gets himself elected president for that. And then what happens is like, it’s like if we had a podcaster
2:16:56 union, I’m president of the podcaster union. And then I go to you and like, Tim, what’s your downloads
2:17:01 this month? Okay. And how much are you charging for ads? And then who’s your next guest? And he’s
2:17:05 getting all this data. So then he sees that’s a joker. I don’t have to, that guy’s already out of
2:17:08 business. He doesn’t even know. We don’t have to worry about that guy. Yeah. That guy’s a killer.
2:17:13 I need to buy his company and make him a partner. And so this idea of secret allies. So I’m obsessed
2:17:18 with podcasting. And so what I would go do, I’d go around and I would talk to any podcaster would talk
2:17:24 to me. And we talk about everything, downloads, ads, who are you selling to, how are you selling,
2:17:26 who are you using for editing? Maybe that’s the better sense I got.
2:17:32 No, cause I give, I give. I know. I’m kidding.
2:17:38 There’s, there’s people literally like, they’ll even tell you like there’s podcasters that literally
2:17:42 like I took an idea from one podcast and gave it to another podcast. Cause that’s the whole thing.
2:17:45 We don’t, I don’t collect it and hold it. We spread it around and they’ve made millions
2:17:47 and millions of dollars from these ideas.
2:17:49 A friend named Kevin Kelly. Kevin Rose does that too.
2:17:49 Yeah.
2:17:53 Just gives away. Derek Sivers does it too. Gives away as many as possible. And if he can’t
2:17:55 get rid of one that keeps him up at night, he’s like, all right.
2:18:00 We share. So if you’re talking about podcast data, who’s the mad scientist podcast data,
2:18:04 Chris Hutchins. And you talked to him. We both talked to him and we, you like, he has good
2:18:08 shit. Cause you tell, he tells you stuff and he tells me stuff, you know, like that I didn’t
2:18:12 know. And he’s like this weird mad scientist, but he’s in like this weird part of podcasting.
2:18:13 I don’t even think about all the hacks.
2:18:14 People can check him out.
2:18:15 He’s been on your podcast twice.
2:18:19 Yeah. And, um, once because he wanted to have this long conversation with me about a bunch
2:18:23 of stuff I was doing. And I was like, if we’re going to do that, make it good with your questions
2:18:25 and we’ll just record it. And then I can share it because I don’t want to answer all these
2:18:28 questions over and over again. It was about podcasting.
2:18:33 It’s a, it’s a great idea. And so basically I took that idea. So anyways, I was able to build
2:18:36 a lot of relationships with a lot of great podcasters. We’re friends, we share information,
2:18:41 but then you also see like, Oh wait, there’s like a lot of disparity between like podcast
2:18:47 teams and stuff. And so Rob Moore and Andrew human tried to recruit me years ago because
2:18:51 they have a podcast network called psychom that they really don’t do much with. Okay. Cause
2:18:56 it’s really hard to like launch another health podcast when they’re kind of dominating that
2:19:00 vertical. Like, is there another human in that vertical? That’s not discovered unlikely
2:19:06 and everything parallels or everything around us. And so I got this crazy DM and then a phone
2:19:10 call with Rob and he’s just like, dude, who are you? And this is when I had no,
2:19:16 again, 5,000 listeners. And he’s like, I’ve never come across anything like this. And then
2:19:19 we went up talking. I think every single time we talked about this on the phone for over two
2:19:23 hours every time. And it’s all about podcasting. They’re like, we’re looking for other humans
2:19:30 and you’re like this giant nerd that like loves reading obscure shit and breaking it down in like
2:19:34 an entertaining manner, just like Andrew does. And he’s like, would you be interested in joining
2:19:40 us on psychom? And I was like, you are two weeks too late because it’s not announced yet, but I have a
2:19:45 verbal agreement with this guy named Patrick and I’m joining Colossus, but we still became friends and
2:19:52 everything else. And so basically me and Rob, like we’d spend a lot of time. I spend my summers in Malibu.
2:19:55 So I see them all the time. That’s where they’re, and I’ve talked to Andrew and like,
2:19:57 they’re just killers.
2:19:58 Yeah. They’re very good at what they do.
2:20:03 They’re just operationally excellent. And they have a small but mighty team and every single person
2:20:07 on that team, they’re very focused. So like they’re photographers, one of the best photographers,
2:20:10 they’re editors, one of the best editors, they’re video people are some of the best video people,
2:20:14 they’re internet guys, one of the best internet guys. Like it’s just like just everything.
2:20:18 And so their whole point was just, I was like, listen, founders is never going anywhere.
2:20:25 It’s staying on Colossus, like staying exactly what it is. But if I do something new, I’ll let you know.
2:20:31 So when I went to them, it was just like, here’s the thing. I am going to pick the guests. I’m highly
2:20:35 disagreeable. I will never take direction from anybody. I want to pick the guests and I want to
2:20:41 have the conversations. And then everything else has to be a plus team around me. And that means from
2:20:49 visuals to editing to clips to every single thing. And that’s they’re operationally excellent. I have
2:20:53 not met a better, like just spend time with them. Very well architected. And then the way they built
2:20:59 their business is genius. So what does success look like for you two years from now, three, five,
2:21:03 pick your timeframe. Success looks the same now and forever that I’m proud of what I made.
2:21:07 That’s it. Like, I don’t care what the numbers are. I love the client. Let’s say this show does
2:21:15 really well. Oh, it is going to. So David Sena. Yeah. Does really well. Yeah. And then that’s
2:21:21 saying Rob would do this, but it’s like, you know what we would really love to do is a third
2:21:29 show. And it’s incredibly compelling. Maybe it’s slightly different angle or a totally different
2:21:35 angle. Who knows? Right. It’s like, who the hell knows? Interviewing spouses of all these
2:21:38 famous people, which I think would actually be an amazing podcast. I’m sure someone’s doing it,
2:21:47 but besides the quality of the product and being proud of the product, like there is such a thing
2:21:53 as too many different products. Oh, for sure. There is such a thing as simply burning the candle at
2:22:00 both ends. So you’re at a battery capacity that compromises the product maybe long-term or your life,
2:22:03 right? You’ve got more considerations than just business. Yep.
2:22:10 So how do you think about those other factors when you telescope out a few years?
2:22:16 I’m not a long-term planner. So like, I would say like, I’m basically non-analytical at all.
2:22:20 I go straight off intuition. Steve Jobs does this great line where he’s just like,
2:22:24 he thinks intuition is more important than intelligence. And the intuition played a larger
2:22:29 role in like his success, anything else, intuition and perseverance. And so like, I used to think I was
2:22:34 more analytical and like, I have a five-year plan, a 10-year plan. All a great life is, is a string of
2:22:40 great days. And so the furthest I plan out is like 24 hours. I actually have this weird, I don’t even
2:22:45 know if I should say this publicly. I don’t think people like humans actually understand time at all.
2:22:48 And like, when you say a decade, like, yeah, we know decades, like 10 years, but like, do we actually
2:22:53 understand what that means? Like, I think we understand, we maybe understand a week, a month. We
2:22:58 definitely understand a day because that’s how we live. We live 24 hours at a time. And so all I try
2:23:04 to do is like, can I design a day that I really enjoyed? Not like hedonistic. I’m not like laying
2:23:08 around doing nothing. Like I have to work. I feel guilt and shame when I’m not being productive. And
2:23:12 that’s probably a bad thing. There’s all reasons that you can psychoanalyze why that is the case,
2:23:16 but I just know how I am. I like to work. I like to get up and get after it. I don’t like taking
2:23:21 vacations. I don’t like doing the stuff I get invited to is crazy. It’s just like, I like to work.
2:23:25 I like podcasting. I’m obsessed with it. Everybody’s like, why don’t you, we talked
2:23:28 about this most of us. Like, why don’t you do something else? I like doing this. I will keep
2:23:32 doing this. So here’s your question. I just try to make a great day. And the way I make a great day
2:23:37 is like, I want to wake up. I want to take care of my health. I want to read. I want to make a product
2:23:41 I’m really proud of. And I want to spend time with people that I love and admire. And I’m going to do
2:23:45 that the next day and the next day and the next day. And I think if I have a great day today and a
2:23:49 great day tomorrow and a shitty day a month from now, and then a better day the next day,
2:23:53 and I get to my life and it’s just a string of great days, that will be a great life.
2:23:58 And so two years from now, I don’t know, because if you asked me two years ago, I said, there’s no
2:24:03 way I’m going to do another podcast. But I would say like, my answer is that simple. The maxim I like
2:24:09 about this is like, I love the climb. I don’t care what the summit is. I just like the activity for the
2:24:14 sake of itself. And so therefore I’m going to do it. And I hope it’s well-received, but I couldn’t
2:24:18 have predicted that founders is going to turn out the way it was. So I don’t know. I’m just going to
2:24:26 do great work that I’m completely fascinated by. And it gives me energy. And on the other side of
2:24:31 that, like this, what Stephen King said, I’m not just the writer. I’m the first reader. I listened
2:24:38 to every single episode of founders before anybody else. And I just threw out one. So the book is great.
2:24:42 It’s Bill Walsh’s The Score Takes Care of Itself. I read it the first time five, six years ago.
2:24:47 I read it again. Love the book. I made a podcast on it. It’s like hour and 15 minutes long.
2:24:54 I finished editing it. I listened to it. Not good enough. Threw it away. That’s it. Can I make
2:24:59 something that I’m proud of? So I believe all of that. And I want to push on it a little bit because
2:25:06 the great days make great lives. I agree with, but now your sort of circle of interaction is expanding
2:25:12 with a show that involves other people with very busy schedules. So to what extent are you going to
2:25:18 be traveling to all these people versus having people travel to you? I mean, that type of decision
2:25:22 has longer term implications, right? So I’m curious how you think about that.
2:25:27 So the way I think about this is this goes to the other side of me. That’s probably not healthy
2:25:31 that like I have a ruthless competitive drive that I think would terrify most people.
2:25:38 I have a very negative inner monologue that I never think I’m doing enough. I have like
2:25:44 entire, like multiple people depending on me financially, way above and beyond just your
2:25:48 wife and kids, like other people that I have to make sure that I can take care of. So I have
2:25:52 a lot of pressure on me. I want the pressure. So to answer your question, it’s like, I’ll do
2:25:56 whatever it takes to win. And so if that means I got to get on a plane or I get a little less
2:26:01 sleep, then like, that’s what’s going to happen. But I also think like you’re also smart and you can
2:26:06 think about these things like, okay, you want to talk to extreme winners in business is essentially
2:26:10 like not really startup founders. I want people that have like decades of experience, you know,
2:26:14 every single person, if you look at the first few, like the people that we’ve been recording with so
2:26:18 long, like I’m just more interested in talking to people that have done things for a long time
2:26:25 that are smarter and more productive and better than I am. And so setting up here where we are in
2:26:30 New York, probably a good idea because everybody comes through New York. Now we’ve recorded several
2:26:37 in LA. Here’s also thing to consider. Most of the people I’m talking to have planes. Rick pulls me
2:26:41 aside and says this all the time. Multiple people have told me this. You don’t understand the impact
2:26:45 that you’re having on people because I don’t think about it. I’m by myself all the time. I don’t look at
2:26:50 numbers. And so people have literally gotten their jets and flown across the country because I was
2:26:55 like, Hey, can you do it on this day in LA or the teams there? It’s like more convenient. And they do
2:27:00 it because they think I’ve done something for them, but I’m just like, no, no, no. I haven’t done anything
2:27:04 for you. I just thank you for listening. The fact that you listened to my podcast means I get to do this
2:27:09 for a living. This is where Munger has really heavily basically influenced my thinking. He’s just like
2:27:15 the reciprocation tendency in humans is so pronounced and it’s evolved. Yes. And it’s never
2:27:19 going away. And what I didn’t understand, and I still don’t understand, cause I don’t like talking
2:27:22 about, I don’t like thinking about this shit. I think about like, as if I’m talking to one person,
2:27:29 right? Is the fact that so many people have gotten value, like every single person’s recorded an
2:27:34 episode with us for the new show so far has listened to a ton of shows of mine. And their point
2:27:39 was it’s important work. Todd Graves has actually told me this two weeks ago. He’s like, it’s
2:27:44 important work and it’s more important the bigger company gets, because if I can hear a single idea
2:27:49 or either avoid a mistake or get a good idea and it makes a 1% difference on my business, that’s,
2:27:53 I don’t, I can’t do math. I can’t do public math. A billion dollars, whatever the number is,
2:27:58 $2 billion. Like it’s a huge, I don’t know that’d be 10%. So it makes a 10% difference in his business.
2:28:04 It’s a huge swing. And so, so far, and again, you have a private jet, like where do you actually
2:28:09 live? We’re, we’re, wherever you happen to be. Also your carrying costs for that jet are pretty
2:28:13 high. Yeah. So there’s a little bit of pressure just to utilize the damn thing. You want to hear
2:28:17 something funny? I’ll go back to why I think New York and LA is going to be where I’m recording most
2:28:21 of these. And we’re willing to travel. We will, if we have to. Dyson says, come do it. I’m coming to
2:28:26 England. I don’t give a shit. Sam Zell told me, he’s like, I told you that that lunch I had
2:28:31 with him changed my life. He’s like, don’t make the same mistake. He’s like, I know all
2:28:36 the rich guys. He says, first of all, they’re all guys. So what he told me, he goes to, you’d
2:28:39 be surprised how many of them are miserable and they like do stuff they don’t like for more
2:28:44 money that they can’t spend. And then they make the same mistake where they buy slight, this
2:28:49 is his words, not mine. He goes, they buy slightly nicer versions of the same shit. He goes, the
2:28:52 difference between a $10 million house and a $30 million house is negligible. And he’s
2:28:58 like, I own my place in Chicago and my compound in Malibu. That’s where he used compound. And he
2:29:03 goes, I rent everything else. The things that you own start to own you. And he said every
2:29:07 year after I think Thanksgiving and in between Christmas, you take his entire family, extended
2:29:12 family to this little village in France. And he said, Zell was a shit talker. And he said
2:29:17 funny things. He goes, I could buy the whole village. He goes, I don’t, I rent it. And then
2:29:20 I don’t think about it until I go back. It’s somebody else’s problem. And he goes, there’s
2:29:24 only one true luxury in life. He goes, private jet, try to get to private jet money.
2:29:31 And he’s like, I use my jet three hours a day. On average, he uses jet three hours a day. He
2:29:35 was in South Florida because he’s like, I woke up Chicago this morning, got on my jet. I went
2:29:39 across the street, gave a talk to a bunch of investors and entrepreneurs because that’s
2:29:42 what he wanted to spend his last days doing. He knew he was dying. He didn’t tell me though.
2:29:45 I didn’t know that. We were scheduled to have another dinner and it got canceled and they
2:29:48 said he was sick. I was like, oh, he got COVID. He died three weeks later. So I never
2:29:53 got to see him again. The way he was spending his last days at his own expense, traveling all over
2:29:58 the world on his beautiful giant plane, spending a lot of money is passing on the knowledge that he
2:30:02 learned through 61 years to other investors and younger entrepreneurs. And so he goes, I did that
2:30:07 this morning, came over here, had lunch. I’m going to get in my car and go back to Chicago. He used it
2:30:12 three hours a day. So, so far people have been willing to fly. They come to us. I’ll come to some
2:30:17 people if they’re super busy schedules. And then I think just setting up in like a place where they all
2:30:21 will come through would make a lot of sense. Anyone on your wishlist you haven’t been able to track
2:30:27 down? No, surprisingly. Again, I don’t like thinking about this where like, I don’t understand
2:30:32 that today, right now, if I do an episode on somebody living, it’s going to get to them.
2:30:38 They might not be a listener. This just happened with Jamie Iveen. So people are always surprised.
2:30:42 They think, you know, who’s on your list? Like, obviously I look like respect Bezos, respect Elon,
2:30:46 like all of them, you know, but I would say like Todd Graves. I’m like, what the hell’s wrong
2:30:50 James Dyson, the vacuum cleaner guy? And they’re like, they’re just like, I’m weirdly obsessed with
2:30:54 these people. And so one of the people I’m obsessed with is Jimmy Iveen. And Jimmy Iveen, Defiant
2:31:02 Ones. Such a good series. I watch it. Oh my God. It is so well done. If anyone hasn’t seen
2:31:07 Defiant Ones, go watch it. It’s head spinning. With the description of the four-part documentaries,
2:31:11 oh, it’s a relationship between Dr. Dre and Jimmy Iveen. Yeah. It’s really a documentary about
2:31:15 entrepreneurship. It’s about chasing a path. There’s no path in front of you. There was no path for
2:31:20 Dre to get out of Compton. There’s no path from Jimmy to get from the son of a longshoreman in
2:31:24 Brooklyn to go. What happened to him? He’s fascinating. And then this is my point about
2:31:29 like, what do you actually value in life? Jimmy’s a billionaire. You know, I don’t know. He’s got a
2:31:34 billion, $2 billion worth of cases. I’d be more interested in that than if he had a hundred
2:31:37 billion dollars. Like if you asked me whose life would you want, Buffett or Munger? Buffett was a hundred
2:31:44 times richer. I’m taking Munger every day. What I like about Jimmy is that he lived an interesting
2:31:52 life. The episode, you see it on Defiant Ones, crazy stories in there, but Rick Rubin, who you
2:31:58 mentioned if podcasting is saturated, we can get to. Rick Rubin’s really good because he’s a world-class
2:32:05 listener. He took a skillset. What was his skill for the work that he did? Why are these musicians
2:32:11 something they don’t hear? And to suggest something they might not hear, might not understand.
2:32:17 And the episode he did with Jimmy Iovine, I think came out in 2023. I think it was like the single
2:32:21 best podcast I listened to all year. And it’s just Jimmy Iovine telling insane story after insane story
2:32:28 about the music business. Because the music business is a wild business. And what I like about my business
2:32:34 is that it’s like a unique experience generator. It creates opportunities and experiences you can’t buy.
2:32:40 And the amount of people I get to meet and talk to, my memoirs are going to be wild because of like the
2:32:45 weird dinners I’ve been to and the planes I’ve been on and the boats I’ve been on. And it started because
2:32:51 I was a giant nerd with a giant head sitting in a room by himself for five years, just mainlining
2:32:57 biography after biography after biography. Jimmy’s really interesting to me. And then what happened is
2:33:02 part of this, I can’t tell you how I got connected. He agreed to do the show. And one of the previous guests
2:33:07 is the one that connected me, which again, I just don’t feel I deserve how nice these people have
2:33:11 been to me and what they’re willing to do. And I don’t even like asking them for this, but it got
2:33:15 to Jimmy. Is that true? The worst possible- You put a lot of work into your podcast. It doesn’t matter
2:33:19 though. The worst possible thing- Do you feel like you don’t deserve it? I feel like that’s an important
2:33:23 question. I’ll answer that question in a minute. Buffett has a line. It’s like the people that win
2:33:28 are the ones that their eyes are on the field, not the scoreboard. I don’t, I was going for a walk last
2:33:34 night and like, you know, this happens to your time. I’m way earlier. You’re like an OG, man.
2:33:39 You’ve been famous, like way. Like when people stop me on the street, which happens, I’m like,
2:33:42 how do you know what I look like? That’s going to happen more and more.
2:33:45 Yeah, exactly. So like, I’ve read all your blog posts about this too. I’ve been like,
2:33:48 I was on the phone with Morgan Housel this morning, who’s a big fan of yours. Obviously you
2:33:53 guys are fans. He’s been, yeah. And we were talking about that, like the security around this
2:33:57 and all this other stuff. And then we were talking about you. Morgan’s just the peach of a
2:34:00 human. He’s the opposite of me. Psychology of money. Great book.
2:34:03 Okay. Won’t stop selling. Yeah. Stop selling.
2:34:06 I know, man. Got lightning in a bottle on that one. So.
2:34:10 Yeah. Earned it. Earned it too. Oh, a hundred percent. And the nicest guy,
2:34:13 if you think you want to find my directional opposite, and we’ll go back to the question
2:34:18 you think is important. Morgan genuinely believes that his ceiling, that he should be an insurance
2:34:23 salesman somewhere in the Midwest, making a hundred thousand a year. And the fact that this guy
2:34:30 got really, really wealthy, astronomical numbers, really, really wealthy and just wakes up every
2:34:34 day. Can’t believe his life. I wake up every day. Like, why am I not a billionaire? It’s like,
2:34:38 it’s like, he’s happy in a way I will never be. And this is why I think Daniel X advice about chasing
2:34:45 Daniel does not believe. This is one of the first things I asked him on the show was he was the one
2:34:50 that put this idea out there that his life is not about happiness. It’s about impact. He is not chasing
2:34:55 happiness. He’s chasing impact. And he’s the one that actually convinced Dara, the founder of Uber
2:34:59 tells the story. They were having drinks. Dara CEO. Sorry. Yeah. Sorry. Good. Good distinction.
2:35:05 I met Travis too. Yeah. Most intense person I’ve ever been in contact with. He’s, he is one hell of a
2:35:09 builder, man. Oh, for sure. And different batteries. Most intense. And I’ve been around a lot of tense.
2:35:13 He is. Yeah. He’s. Yeah. Very fascinating. He has different gears than most people. Oh,
2:35:17 and the storytelling and the raconteur. He’s a phenomenal storyteller, phenomenal communicator.
2:35:22 So anyways, when Dara was going back and forth about becoming CEO of Uber, he said,
2:35:26 he was just going to say no, because like he was pretty happy with his life. And Daniel in a very
2:35:29 direct way is like, since when’s life about happiness, it’s about impact. It’s like one of
2:35:32 the most important companies in the world and you can have an impact on it. You can have an impact on
2:35:36 the way cities have changed. You absolutely have to do this. And I think that’s like a really interesting
2:35:42 idea. So I am trying to have impact. So to answer your question, do I think I deserve it? I obviously
2:35:47 like know that I put a lot of work into it and I believe that the product is good. And I think I
2:35:55 found what I’ve put on the planet to do, but I don’t like thinking about it. I don’t like thinking
2:36:03 about its impact on other people. I like it because I like it. Like I make it. I’m like,
2:36:07 I would listen to this podcast. I think it’s valuable. I think you start doing shit for the
2:36:10 wrong reasons. I talked to a lot of the head people at Spotify and they said one of the biggest
2:36:14 mistakes they made is like, the great thing about podcasting is like the people that come up like we
2:36:19 did through like the garage. I listened to your first episode. Like I remember Tim, Tim, talk, talk,
2:36:23 Tim, Tim, talk. Yeah. Like I remember my kitchen table with a friend. And why did you do it? I think
2:36:26 you had a couple of glasses of wine, right? And with a friend, because you’re like, I don’t figure it out
2:36:30 pretty quickly after listening to episode one, that the second episode is going to be sober.
2:36:33 Yeah. Oh man. Josh Waitzkin. Number two.
2:36:37 But you come up with like, you did it because you were curious. You, you only talk to people you
2:36:41 really want to talk to you. You had no production costs. And so Spotify said they flipped it. They’re
2:36:45 like, we took something that was low production costs done by enthusiasts and people in the garage.
2:36:49 Huberman’s analogy of this is like, it’s punk rock. Punk rock is great because it started with people
2:36:53 that just wanted to play in the garage and then they got good. And then they played for stadiums.
2:36:58 And so Spotify is like, Oh, what we did was like, we took a low production cost,
2:37:03 made a high production cost because we had these big ass contracts. And then we hired celebrities
2:37:07 celebrities and no one listened. And the people that did listen, they stopped because the
2:37:10 celebrities were just doing it for money. They didn’t do it because they love it. And I think
2:37:15 that’s the key. It’s like, I truly love this. I did it for five and a half years when no one was
2:37:19 listening. That tells you that I like, love it. But I think one of the worst things you could do is
2:37:24 like, I’m going to do it because status is the funny thing. Podcasting is dorky. It’s low status.
2:37:30 In 2016, you think that was fucking high status? No, no. It was like you dorky nerd with a podcast.
2:37:35 I’m not asking if you’re seeking status. It was more if you feel that you’re unworthy
2:37:41 of people flying to you and doing these things is a very, those are two very different questions.
2:37:45 I meant like, I think you see this now that podcasting is obviously very influential and
2:37:49 can be, there’s so many people jumping into it that clearly don’t love it. They like it because
2:37:54 the CPMs are high or like whatever, or they want to be famous. I had no video for eight years. Do you
2:37:58 think I want to be famous? Do you think I want to be recognized? Like, no, I obviously don’t. I had
2:38:03 to fucking, I had the most powerful person podcasting berate me at dinner in a nice way saying, you idiot,
2:38:07 you have to do video. That’s the only reason to do video. Cause Daniel told me to. And if, how smart
2:38:11 am I, if I don’t listen to him, like then I’m an idiot. Like I have to do it. I don’t like doing it.
2:38:16 Like, I don’t know, man. I don’t know. I think at some point, like the platform gets big enough.
2:38:21 Like I flew here for this. Why? Because you have a massive platform and you’re willing to extend it
2:38:25 to me. And like, I’d travel wherever you say, which is Iceland. I’m coming to Iceland, brother.
2:38:28 Like, I don’t know what to tell you. Like you want to go to, I knew you’re like Argentina. Let’s go down
2:38:33 there. Like we’ll do in Argentina. So yeah, I think eventually when they see it’s big enough that yeah,
2:38:38 people would come to you also try to make it easier. And you know, I’m not doing it in Columbia,
2:38:42 Missouri. I’m doing it in New York or LA. You’re going to be there anyways, you know?
2:38:49 And also with the particular cohort that you’re interviewing with jets, if they’re like,
2:38:53 sure, I’ll fly to New York. And then they can also set up like five other meetings with friends
2:38:55 or business associates or fill in the blank. Right.
2:39:01 Make it easy. But I think really, man, like this is the turtle in me. I don’t like asking the turtle.
2:39:06 You can ask all the people that we have a bunch of mutual close friends. I don’t like asking for
2:39:11 help. And I think one of the weird ways that I think I built true friendships with some of these
2:39:18 people is because all day long, it’s gimme, gimme, gimme. Yeah. I have never asked Rick for anything.
2:39:25 I think one time to crash at his house, that’s it. All I want is to be homies, to be friends. I don’t
2:39:30 want anything from this. And I think I didn’t understand because I didn’t come from this background
2:39:34 background that when you’re high profile and you’re building these empires, these are all empire
2:39:38 builders all day long. They’re just surrounded by people that want something from them. And I’m just
2:39:42 like, here, I have this podcast that might be value for you. I don’t want anything from you. And when
2:39:48 they tell me, ask me for stuff, I still don’t like doing it. I don’t like doing it. It like really hurt
2:39:54 me to like, would you be on my show? Yeah. But I was like, all right, I’m going to ask for something.
2:39:58 I’ll do this. And not a single person I’ve asked, I said, no. Yeah. Well, you love what you do. I mean,
2:40:07 that is essential to producing the quality that you produce. It’s essential for the endurance
2:40:15 to sort of outperform and outlast because podcasting as a whole is just an elephant
2:40:21 graveyard of three to 10 episode shows. Yes. Yeah. So if you choose something you really like
2:40:28 that you would make because you intrinsically enjoy it, right, if it’s an outgrowth of reading
2:40:33 the biographies, taking the notes, and you’re like, well, this is really sort of in terms of
2:40:39 additional work for me on top of something I might already be doing, actually not like the majority of
2:40:50 the pie. And you have the fuel of that obsession. You’re going to do well, even if it’s just for
2:40:54 yourself, but certainly with the longevity, you have the competitive advantage of durability.
2:40:59 That means a lot coming from you and everything that you’ve accomplished. And I think you actually
2:41:05 hit to the essence of it where it’s like, I can’t sleep after these things. I had to get up the next
2:41:11 day when I was in Austin. I think I had a 7 a.m. flight and I slept maybe three hours because like
2:41:15 gem after gem after gem from Michael Dell or like, you’ll see this in the Todd Graves episode.
2:41:20 Dude, we were like the same person. We’re the same person. And so we’re like, we’re like spontaneously
2:41:24 high-fiving this. I’m sure I’m going to get a lot of like, this guy’s a dork. Like, hey, give me
2:41:29 another high-five, buddy. Like, we were just like geeking out about like minute details of just being
2:41:33 obsessed with his whole thing is like, do one thing and doing it better than anybody else. I remember
2:41:39 going from the airport, it’s in Baton Rouge, and I immediately called Sam Hinckley, who’s the closest
2:41:44 thing I have to our mentor. And I was like, I’m in trouble. And he’s like, why? I go, I’m addicted to
2:41:51 doing these things already. Like, I, I can’t stop. Like, this was crazy. Yeah, it’s a good sign. Crazy.
2:41:57 I mean, that’s how I pick my projects largely. It’s how I pick some of my startups too that I get
2:42:08 involved with. If I have what I would call sort of good insomnia for at least a few nights in a given
2:42:13 week, and then I try to quell it, doesn’t matter how much trazodone I take or anything else.
2:42:19 Like, I just am so excited by something that my mind is worrying and I can’t go to sleep. I’m like,
2:42:25 okay, there’s probably something there. Also, because it seems to be such an energetic unlock.
2:42:33 I’m like, even if that one thing doesn’t do very well, if I can kind of create this like nuclear power
2:42:38 from that, it’s not compartmentalized. It can apply to other things. So I get it. I get it. And I was
2:42:43 listening to, I don’t know how I found it. Actually, I was, I was going on, I think it’s Tom
2:42:49 Papa’s show. It’s a comedian, great interviewer. And I was going on his show. This is a while ago.
2:42:54 And I was doing some homework on my own, listened to an interview he did where he interviewed Joe
2:43:01 Rogan. And I’m paraphrasing here, obviously, but Rogan effectively said, he’s like, yeah, I don’t really
2:43:07 think much about like discipline or willpower. He said, what I do have though is obsession.
2:43:13 And when I find something that I’m obsessed with, when I deep dive, it’s like, I don’t need to worry
2:43:18 about discipline. I don’t need to worry about willpower. So it’s like finding that thing that
2:43:24 you are obsessed by. And so I think you’ve done that. You’ve done that. So you found your lane.
2:43:29 Like a lot of people don’t find it. They don’t find that thing. It’s like, you wonder if Kobe Bryant
2:43:32 were born somewhere and didn’t have the chance to pick up basketball, would it have been something
2:43:37 else? Like maybe if you’re a Michael Jordan, okay, it’s baseball or this or that, but it’s like you
2:43:41 found your thing. That’s kind of amazing. No, I appreciate it. And the way I think about it,
2:43:46 it’s like, it took me 32 years to find my path and five and a half years of struggle before it could
2:43:51 even pay my bills. It was like a long time. Kobe found it. Like imagine finding it at 12 like he did
2:43:57 and knowing I read the 600 page biography on him by Roland Lazaby and the middle school guidance
2:44:00 counselors. Like he wrote down, what are you going to do? He’s like, I’m going to play an NBA. He’s
2:44:04 like, you need to pick something else. That’s a one in a million shot. He goes, I’m going to be that
2:44:10 one in a million to be like that. So sure at 12 years old. And this is what goes back to the lack
2:44:15 of introspection. Like I had a lot of like angst and like, what is the meaning of life? Or like,
2:44:20 what am I doing here? And then once you find your thing, like there’s like a definitely not resting on
2:44:25 laurels, but there is like almost like a relief, like, cause it’s not just like finding something you love
2:44:32 to do. It’s like, what is that? You’re like a Japanese encyclopedia. Ikigai? Yeah. It’s like
2:44:37 the intersection of like what you love to do, what you’re good at and what’s good for the world.
2:44:42 Something like that. Yeah. Ikigai gets used in a bunch of different ways. Yeah. Japan’s always good
2:44:48 for these pithy conceptual words. I think I’m just going to be blasphemous for you, but like,
2:44:53 I think travel is generally overrated after you do it. I am not jumping in. After you do it for a
2:44:58 while, because the problem is like, we keep going to all the nice places and like all the nice places
2:45:03 are all the same to each other. One thing that Japan blew my mind and why like it’s the top of my list
2:45:06 now of everywhere I’ve been and where I’d want to go again is because it’s the, it’s one of the few
2:45:12 truly distinct cultures in the world. Yeah. It’s a wild one. They also, they’re kind of a
2:45:20 chameleon because they pull so much from other cultures. So it’s when it was in isolation, it was
2:45:25 certainly kind of an alien environment. And then you look at everything they’ve incorporated. And in some
2:45:30 cases, in the case of say like the Toyota way, right? Yeah. You have, I guess it was, I want to say
2:45:36 Deming. Yep. Right. Who was basically not ignored, but certainly not embraced in this country of
2:45:43 birth gets adopted by the Japanese and you see them do this over and over and over again. So yes,
2:45:50 it’s a fascinating place. And I would agree with you that especially people who travel in the lap of,
2:45:54 it doesn’t need to be luxury. It could just be comfort. Like rich person travels, the most
2:45:59 boring shit in the world. Same stores, same restaurants. It’s just like, okay, you’re going to
2:46:05 the Four Seasons in 12 different places, getting on the wifi, doing whatever it is you would have been
2:46:13 doing at home and then going to the most expensive meals. It’s just not interesting. So I think if
2:46:18 anybody wants a great book on the art of long-term world travel, if that’s of interest, Vagabonding
2:46:22 by Rolf Potts. I read that because of you. Yeah. The amount of books in my library because of you.
2:46:26 It did the same thing with you that I did with all these other people. It’s like, oh, Tim said to read it,
2:46:32 I read it. Yeah. And a lot of these books, they’re underneath it all, at least in the case of
2:46:40 Rolf Potts’ book, Vagabonding. They’re really kind of like philosophical operating systems. And it’s a
2:46:44 hat you can try on. You don’t have to wear it forever, but it’s like, okay, if you only have
2:46:51 one jacket to wear, which is like six-year workaholic, neglecting family guy, just expand your wardrobe.
2:46:56 You can always put that jacket back on. You just hang it up for a moment. And similarly, I like these
2:47:03 books and they certainly can be business books, whether it’s Branson, who is in some ways, I mean,
2:47:10 he took risks, but he’s kind of the opposite, at least in a lot of capacities to like a Dyson,
2:47:17 right? Like he risk mitigates the hell out of his ventures and caps the downside in so many creative
2:47:24 ways. Like his airline. Exactly. So like the artistry of deal-making for minimizing or capping
2:47:29 downside is one of Branson’s superpowers. Even though the stuff on the magazine covers back in
2:47:33 the day, it was like the madman who’s doing X, Y, and Z and has the models and he’s phenomenal
2:47:39 marketer. And he’s doing like the kiteboarding with a naked model on his back. Remember that picture I
2:47:45 have in my mind? Oh my God. So that looks fun. I mean, he is also can be a wild man, but I digress.
2:47:50 I was just going to say that these are hats that you can put on to test them out as like
2:47:56 philosophical operating systems, which is how I pick a lot of the books, books, books, books. I mean,
2:48:01 I was very similar to you when I was a kid. And also, I mean, all throughout just living in books,
2:48:07 living and living in books. It’s very common though, in these stories, Rockefeller, Abraham Lincoln,
2:48:13 Thomas Edison, Edwin Land, Winston Churchill. The way I say this is like, they don’t just read,
2:48:18 they devour entire shelves. There’s multiple examples of like Thomas Edison read every single
2:48:23 book in the Detroit library. Edwin Land read every single book on light in Harvard, then dropped out
2:48:27 because he didn’t think he had anything else to learn. Moves to New York City. I think one of the
2:48:31 most beautiful buildings is the one we passed on the way here, New York City Public Library. Read
2:48:35 every single book on light in there. And then it’s like, okay, I learned enough. Now I can do my
2:48:42 experiments. It’s just our entire shelves. Monster. David Center, what have we not talked about? People
2:48:47 will be able to find, of course, the show, davidscenter.com. Yep. Is that the best website?
2:48:53 David Center on all social channels, Instagram X, podcast app. Founders podcast, of course,
2:48:57 founderspodcast.com. I appreciate you. Like you’ve included me in your newsletter in the past.
2:49:01 Oh yeah. On your blog. Like I read all your shit and I’m like, and I didn’t even know,
2:49:05 like it’s shocking to me. Like when I said, I’m like, oh, I didn’t, cause it’s not like you told me.
2:49:12 I was like, what the hell? Yeah. You put out, I mean, the, the obsession and attention to detail
2:49:17 doesn’t surprise me at all. Like when you told me about going through your transcripts by hand,
2:49:23 I’m like, yeah, that makes sense. And I really have my fingers crossed for you. I don’t think
2:49:31 you need any luck, but that David Center is as durable as founders podcast. If anybody can do it,
2:49:35 you can do it. So I appreciate it. It means a lot coming from you, man. Yeah. Congratulations.
2:49:39 You’ve had a huge influence on me. Oh, thanks man. It’s a long overdue. Like I said, I ran in the
2:49:45 hallway and grabbed you. I was like, it’s been too long. Very, very, very long overdue. So everybody
2:49:53 listening, check out David Center. I’m excited to check it out. And I also know the team at Human Lab,
2:50:03 Andrew, Rob, those guys are all top tier. So what’s coming is going to be absolutely top notch.
2:50:09 So I’m excited to see it. And as always, everybody, we will put links to anything that
2:50:15 came up in this conversation in the show notes, Tim.blog slash podcast, just search Senra S-E-N-R-A
2:50:22 or essence of turtle, and you’ll be able to find everything. And until next time, just be a bit
2:50:29 kinder than is necessary to others. Yes, but also to your self. Thanks for tuning in.
2:50:35 Hey guys, this is Tim again. Just one more thing before you take off. And that is Five Bullet
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2:50:57 basically a half page that I send out every Friday to share the coolest things I’ve found or discovered
2:51:01 or have started exploring over that week. It’s kind of like my diary of cool things. It often
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2:51:38 your browser, tim.blog slash Friday, drop in your email and you’ll get the very next one. Thanks for
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David Senra is the host of the Founders podcast. For the past nine years, David has intensely studied the life and work of hundreds of history’s greatest entrepreneurs. His new podcast, David Senra, showcases conversations with the best-of-the-best living founders and extreme winners.
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Timestamps:
[00:00:00] Who is David Senra?
[00:01:11] Brad Jacobs: Roll-up king and positive-driven billionaire founder.
[00:02:26] Rare positive archetypes: Ed Thorp, Sol Price, Brunello Cucinelli.
[00:06:04] Michael Dell as another exception; fear of failure and motivation.
[00:06:47] Negative self-talk, excellence, and its ripple effects.
[00:08:26] Jensen Huang story: “Why do you suck so much?”
[00:08:54] Inspiration from Dan Carlin’s Hardcore History.
[00:10:00] Derek Sivers: unconventional, philosophical entrepreneur.
[00:11:04] Learning equals behavior change, not memorization.
[00:11:48] Jeremy Giffon insight: biographies as substitute mentors.
[00:12:37] Reading biographies as one-sided conversations.
[00:13:16] The chain of influence.
[00:14:09] Podcasting as “relationships at scale.”
[00:14:28] Coping with trauma and breaking cycles.
[00:20:18] Note-taking process: books, Post-its, ruler, Readwise.
[00:29:27] OCD tendencies and love of doing things the hard way.
[00:31:04] Comparing our reading/re-reading workflows.
[00:35:04] A family falling out and the randomness of student housing.
[00:38:58] David’s introduction to my work during his MySpace-era college years.
[00:40:07] Podcasting influences: Jocko Willink, Kevin Rose’s Elon Musk interview.
[00:44:14] Five-and-a-half years of obscurity before breakthrough.
[00:46:50] Graphtreon and experiments with subscription models.
[00:49:25] Patrick O’Shaughnessy’s endorsement sparks growth.
[00:51:23] Sam Hinkie and Patrick connections fuel momentum.
[00:52:19] Transition to ads and joining Patrick’s network.
[00:55:17] Edwin Land: patron saint of founders and Steve Jobs’ influence.
[00:57:02] Lessons from Sam Zell, Jay Pritzker, and William Zeckendorf.
[00:58:48] Need a generous, well-connected person? You can’t go wrong with Rick Gerson.
[01:03:04] Edwin Land’s philosophies: Differentiation and doing to excess.
[01:04:30] Entrepreneurial archetypes and conflicting advice.
[01:06:00] Daniel Ek as an alternative founder archetype and mentor.
[01:10:59] Further founder archetypes and contrasts.
[01:13:41] What is an anti-business billionaire?
[01:19:55] Advice from “shark” Michael Ovitz about the value of truth in one’s inner circle.
[01:22:30] The hands-on approach of practical founders who live for the love of their business.
[01:23:28] Doing one thing relentlessly.
[01:23:51] “This can’t be my life” as a powerful motivator.
[01:26:57] Low introspection as a common trait among founders — and its implications about human nature.
[01:30:15] Robert Caro: The only writer David believes should be allowed to write thousand-page biographies.
[01:32:40] James Dyson’s persistence vs. the risk of blind stubbornness.
[01:34:22] Todd Graves (Raising Cane’s) as an example of relentless focus on one idea.
[01:35:41] Separating fact from fiction in biographies/histories.
[01:41:55] Considering trainable vs. non-trainable attributes in potential role models.
[01:46:11] Perusing Charlie Munger’s library.
[01:49:35] Dealmaking lessons on Eddie Lampert’s superyacht.
[01:55:34] The smartest person David knows.
[01:56:55] David’s obsessive craftsman approach to podcast creation.
[01:58:51] Why David decided to begin a second podcast.
[02:01:21] The economics of trust.
[02:03:40] The benefits of cultivating a purposeful aloofness about current events.
[02:07:11] Using the pulpit of publicity for good, not evil.
[02:09:57] New show frequency/dynamic and how David plans to balance the burden of running two shows.
[02:13:30] Teamwork with essence of turtle.
[02:15:40] Adapting the Rockefeller “secret allies” strategy to podcasting.
[02:17:56] Chris Hutchins: The mad scientist of podcasting?
[02:18:30] Working with Rob Mohr and Andrew Huberman of SciComm.
[02:20:54] Why David focuses on 24-hour cycles over long-term planning.
[02:24:54] Does David worry the extra workload will disrupt his lifestyle?
[02:30:18] What makes one potential guest more interesting to David than another?
[02:34:34] Making an impact vs. happiness.
[02:36:32] Playing the status game when your heart’s not in it is for suckers.
[02:44:23] Travel observations and the rarity of truly unique experiences.
[02:46:26] Books as philosophical operating systems.
[02:48:39] Parting thoughts.
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