The best interview I've ever done about Founders

What I learned from the first 6 years of making Founders. I recorded a new episode with Patrick. It should be out soon. Follow Invest Like the Best in your favorite podcast app so you don't miss it. ---- Founders Notes gives you the ability to tap into the collective knowledge of history's greatest entrepreneurs on demand. Use it to supplement the decisions you make in your work. Get access to Founders Notes here. ---- “I have listened to every episode released and look forward to every episode that comes out. The only criticism I would have is that after each podcast I usually want to buy the book because I am interested so my poor wallet suffers. ” — Gareth Be like Gareth. Buy a book: All the books featured on Founders Podcast

Speaker names marked ? are inferred from speaking time and the show’s known hosts — they are not voice-verified.

• 0:00David Senra?

  So this is not a typical Founders episode, but it is the best interview that I have ever done on Founders. This episode of Invest Like the Best came out a year ago. It is a great summary of what I've learned from the first six years of making Founders podcast. Patrick and I recorded a part two, which covers some of the lessons that I've learned in the last year. That should be out in a week or two, so make sure that you're following Invest Like the Best in your favorite podcast player, so you don't miss that. But I also wanted to post this episode for you, so I can tell you about the live show that Patrick and I are doing in New York City on October 19th. Patrick has interviewed over 300 of the world's best investors and founders on his podcast. I've obviously read 300-plus biographies of history's greatest entrepreneurs for mine. So we're going to be talking about what we've learned from seven years of podcasting,

• 0:44David Senra?

  sharing our favorite ideas and stories, and then doing a live Q and A. If you live in New York, I think it's a no-brainer. And if you don't, I think it's a great excuse to fly in and visit New York City. The link to get tickets is down below and available at founderspodcast.com. And I hope to see you in New York.

• 1:04Speaker 01

  David, I think you have one of the most interesting hobbies turned professions of anyone I know. I first stumbled upon your show, I think because like five friends at once told me to listen to the episodes on Edwin Land and Estee Lauder. Those were my gateway drugs into your way of looking at history. I'd love to begin to introduce you to the audience by just outlining what you do. It's quite unusual. You've done a lot of it. Maybe you could just begin all the way back to when you first remember falling in love with reading. Let's start there.

• 1:34David Senra?

  I've been in love with reading longer than I even have a memory. A few years ago, unfortunately, my mother died of breast cancer at a young age. And as she was dying, because my parents had like a tumultuous relationship at the beginning of my life, she's really the only one that has any kind of recollection of how I was as a child. So unfortunately, when she died, all those memories died with her. She said, "The way you are now, you were from the time that you could talk." She's like, "You would read anything you could get your hands on. Even if we didn't have books in the house, you'd read the back of CO boxes." She says something where she's like, "We didn't have a lot of money, but what I would do is take you to the bookstore." And God bless bookstores where even to this day, you can go in there,

• 2:17David Senra?

  and even if you don't buy anything, you just sit on the floor and you can read. And that's like one of my only memories from childhood. Her taking me to the bookstore and just letting me read. And even before I could read, one of my favorite books when I was a real young kid was Where's Waldo? That's not even reading. That's just sitting there trying to find the guy with the striped hat. So it's just the only hobby that I've had my entire life. There's a ton of hobbies that I picked up, ton of interests, ton of sports, all these kinds of things where I'll get really intense, do it for a long time and then drop it. I have two modes, zero or a hundred. Reading's not like that. And I just reread because the founder of Visa, D Hawk, just passed away. And what I loved about his book is he was the exact same way.

• 2:58David Senra?

  He grew up in a tiny house on the edge of the Rocky Mountains, had no plumbing, no electricity, no money. They barely had food, but he had books. His neighbors just said, there's something wrong with that D Hawk boy. He'll read anything. See, when I read a biography, it's like, I'm not reading biographies casually. I'm not like, oh, okay. I put myself in the story. To me, a great biography is like a movie for your mind, except instead of being over for two and a half hours, it's going to last like fifteen, twenty hours. We were just talking before recording that I read a thousand page biography on Enzo Ferrari, one of history's greatest obsessives. You put yourself in that story. You're like, what is it like being a young Enzo Ferrari? His father passes away unexpectedly. You're eighteen years old, your father that you love more than anything passes away. Your brother, serving in World War Two, gets killed.

• 3:44David Senra?

  Your father's business collapses because of his father's death. Now you're left as an eighteen year old man trying to support your mother with no skills, no education, no anything. That's where the ideas, and then when you study somebody like Enzo Ferrari, it's like, oh, that is why the guy worked sixteen hours a day, seven days a week for sixty years and did it until he died because of that pressure. One of the greatest stories in that book, he didn't even think he was going to start his own car company. This is amazing. The big car company of the day in Italy was Fiat. He goes to try to get a job. And at the time, there's a huge glut. This is after World War One and all these veterans are looking for jobs. So they get precedence over him. So he feels deflated. He had traveled from a small Italian town, thinking he's going to get a job because he's obsessed with car racing because his dad used to take him to the races at nine years old.

• 4:26David Senra?

  There's just so many things where you can't understand why they make the decision they do in business unless you understand who they were and what happened. To him early on in life. What happened was he goes and gets a job. He gets rejected. He goes to a park bench in the middle of the snow and is crying. It's a very vivid scene in the biography. And what is insane is 40 years later, after Fiat buys half of Ferrari, he goes back to that bench that author ties it together. He's like, there was a missing piece of my life, a problem that I hadn't solved that ate away from me that caused me to have this excessive drive and dedication and obsession to my business. And now that circle is complete and he goes and sits on that exact same bench.

• 5:02Speaker 01

  The idea of understanding what happened to someone before they were 18 was the topic of a conversation I just had with one of the partners at Sequoia, telling me a story about Mike Moritz, Sir Mike Moritz, very famous investor, who asks that question of just about everyone, thinking that someone's motivation tends to be rooted in their life of childhood, maybe up until 14, not even 18. Before I start getting into your obsession with biographies, you mentioned your mom already. What is that for you? If we were to zoom in on your time pre 14, what's rooted in your own history that's made you this complete obsessive about studying history's great entrepreneurs and founders?

• 5:39David Senra?

  I think there's a lot of examples in these books. Sometimes you learn what to do by seeing it done incorrectly. If I had to guess, and I don't even like thinking about this stuff, both sides of my family, they did the best they could, but like my parents didn't even graduate high school, much less college. I'm the first person in my family to graduate high school, first person to graduate college, first male in my family not to go to prison in three generations.

• 6:00Speaker 01

  Wow.

• 6:01David Senra?

  Both sides of my family, unfortunately, are filled with examples of what not to do. Usually it has to do with abusing children, sexual abuse, physical abuse, abandoning their kids. I'd never met an intelligent person in like extended family. My immediate family did as best they could. My dad's still alive. I still have a relationship with him. It is what it is. As you get older and then I have my own kids, you start thinking like all the stuff that like you're mad at them about. Imagine if you had their parents. One person in the family, I'm thinking of like my grandmother on my dad's side is just like an evil person. And then my grandfather on my mom's side, they destroy everything in their wake. My own guess is why I was obsessed with books and stuff like that is I was looking for

• 6:45David Senra?

  the right answers because all I saw was the wrong answers. Oh, I don't want to be that person. One of my favorite things Warren Buffett said, I've read his shareholder letters, I've read a bunch of biographies on him, then went and studied all the people he talks about in his shareholder letters. So I have like 15 episodes. He says, hey, go study this person. They're really smart and I'll go and track them down and then find out who they admire. But one of the best things he ever said, he's like, one of the best things ever happened to me is like, pick the right heroes. I think that is extremely important. So that is the role that books play for me. It's just like, I don't have access to these people. I didn't have mentors. I didn't have anybody. When you think of what biography is, you're getting to know somebody and they become mentors in historical contexts. This is why Charlie Munger has such great advice and why he's read hundreds of biographies. He's like, I make friends with the eminent dead because if you learn the ideas they have and the personality behind that idea, it's actually going to stick as opposed to

• 7:30David Senra?

  like just a list of, hey, here's 10 good business ideas. But if you actually understand like why they did the way they did, why did they think about that? Why were they obsessed like that? Why did they want to avoid other things? I've had publishers for books reach out to me. Some of them had been subscribers to the podcast. They're like, you should write a book. And I was like, I can't simplify. Over four years, I'm up to like 270 books, over 100,000 pages, over 10,000 hours. If you look at what founders is right now, it's like around 400 hours of audio. That's about as short as I can get it. There's no book that I know of that's 400 hours long. I've been married, I've been with my wife for like 15 years. And even recently, she's like, I've never heard that story before. How is that possible? I've talked to you every day for almost two decades. I don't know. I just try to focus on the future as much as possible. Everybody has weird unresolved things in

• 8:14David Senra?

  their past. And what I really like, the best feedback I've got on founders, the podcast, is people find it comforting. The vast majority of people are not born in great circumstances. This is not new at all. It's not unique. It's the vast majority of human history have had to be born into and survive and thrive in imperfect situations. So when you hear that over and over and over again, and they worked their way through it, found a way out, it's like hugely inspiring.

• 8:37Speaker 01

  Do you remember the first time you sort of connected with someone that you were reading about through this lens of a positive role model? Was there one that stands out in memory as the first in the category of biography?

• 8:50David Senra?

  I have a series of heroes and almost all the heroes have come through the podcast and the research I've done. Usually they're heroes in what they did. They got to the top of their profession. They had a lot of good ideas. They're very admirable. They're wicked smart. They don't give up. They have extremely high pain tolerance, but they're all imperfect human beings. And that is kind of like the cautionary tale, their overall theme of founders where I get a lot of feedback too. Like, I'm glad you're not idolizing these people. They're people. Everybody's an imperfect human being. So I'll take bits and pieces from people. The only person out of every single person that I've studied on the podcast that I consider like my blueprint for like, I want that. I want their life in totalities at Thorpe. Because, you know, history's greatest entrepreneurs, how'd they get there? They're going to over-optimize their work to the detriment of everything. Their health, in many cases, they die earlier than they have to.

• 9:36David Senra?

  They are terrible fathers. They're terrible husbands. I don't want to do that. They have no friends. They're crazy people. Like, I keep bringing up Enzo Ferrari, somebody I greatly admire from a work perspective. Worked seven days a week, 12 to 16 hours a day, 60 years till he died. He was a terrible husband. He was a good father. His son Dino actually dies early from, I think, muscular dystrophy when he was like 20. But he had no friends, never traveled, wouldn't leave his town, wouldn't get on an airplane, wouldn't even get on an elevator. So I look at it like, how can I be obsessive about the work I do? Wanted to make sure it's the highest quality it could possibly be, but not be terrible in all these other domains. If there was an entrepreneur that could only read one of the books that I've read so far for founders, it would be this book called Against the Odds, Autobiography of James Dyson. James Dyson now is 75.

• 10:19David Senra?

  He just recently wrote another autobiography. That biography is good. It's not comparable to him coming off of 14 years of intense struggle. He's writing the book, once he gets over that hump, at the time Dyson has one product. It's just the cyclone vacuum. It's in one market. It's just in England. It's the fastest growing vacuum company in history. It's doing like a couple hundred million a year. He owns a hundred percent of it. But what makes that book so great is it's all the client. It's my dad dies young, which is really sad story in there. I had to learn how to raise myself from being 11 years old. He starts a bunch of businesses, gets screwed over by different partners. But from the time he rips apart that Hoover vacuum and it's like, why does the vacuum cleaner have a bag that breaks all the time?

• 11:02David Senra?

  This doesn't make sense to the point that he has a working prototype from his own design that he owns a hundred percent of. It's 14 years of intense struggle, 5,127 prototypes. So what I do is like, I'm going to reread that book for every 100 episodes. So I did it on episode 200. I think I did it in episode 25. So 300 will be that book again, 400 will be that book again. Cause it's just the reminder, that's where most people are interested. When you read a biography, everybody wants to know the beginning. There's always a part of the biography after they're super rich and famous and they're donating a bunch of money. And I'm glad they're doing all that. That's fundamentally not interesting. How many people can relate to that? But everybody can relate to, hey, I have a dream. This is what I want my life to be. Life is going to throw up all these barriers. So how do I navigate that? Maybe it's actually get to where I'm going. Everybody can relate to that.

• 11:47Speaker 01

  So you've read nearly 300 of these things. Some you've reread multiple times. I wish people could see on video like the crazy notes and highlights you take in all these things. It's hard to imagine there's a person alive that is reading and studying biographies and trying to piece together the lessons. As intricately as you are, especially within a subcategory, which is founders, not just business founders, but people that start things. And I understand that you can't compress down what you've done, the body of work to much smaller than it is. But I thought we could take today's conversation as an opportunity to just touch on a couple of the ideas that you and I have talked about as we've just discussed the body of your work. One of them is this, I guess the word is obsession.

• 12:27Speaker 01

  There seems to be as a through line through so many of these people, some initial, whether it's a vacuum cleaner or makeup or cameras or whatever the thing is, some obsession takes root in the people that you've studied and creates this motivation, this dogged motivation to just keep going through thick and thin. Maybe you can just talk a little bit about that word obsession. How often you see that characteristic, whether or not you think it's the key characteristic in the people that you've studied in terms of why they did what they did.

• 12:58David Senra?

  Every single book. It's also the very high bar because think about that. To make it on to Founder's Podcast, you got to live a life so remarkable that somebody wrote a book about it. The tiniest of tiny subset of people. And they're all extreme people because I find freaks and crazy people and misfits and rebels fascinating, which is frustrating to me because there's like four passions in my life. Entrepreneurship, reading, history and podcasts. So Founder sits at the middle of that. And for the life of me, I don't understand why so many business lectures, business books, business writing is boring. You have the most fascinating subject on the planet. And then you have the most fascinating personality types. Think about how crazy you have to be to be like, hey, this thing doesn't exist. I want it to exist and I'm going to will it into existence.

• 13:40David Senra?

  And I'm willing to do everything possible to make sure this thing succeeds. That is a crazy person. That is a tiny percentage of any of the people alive and the people that have lived forever. But like I could scroll through and I was doing that earlier. One thing I do is I don't only just make the podcast. I don't just read the book once. I take excessive amounts of highlights and then I store all my highlights in this app called Readwise and I reread my highlights every day. Because I don't want to forget the lessons. There's a limited amount of stuff that you're actually going to remember. So I also go through my episode list and I do that frequently. And I can't think of anybody that's not completely obsessed with what they're doing. A perfect example of this is not only is it one of the craziest stories in entrepreneurship history, but it's also one of the most fun books to read. It's called The Fish That Ate The Whale.

• 14:25David Senra?

  It's this guy named Sam Zemurray. A ton of entrepreneurs and investors I know all know this book. So I just recently reread it and it's just like, okay, why is Sam Zemurray? This guy is super rich. At the time, he's got the second largest banana company in the world. And he's working in the fields in Honduras and he's with his machete and he's whacking away. And he's crossing Honduras on a mule. The entire length of Honduras, looking for an advantage for his company while his competitors are sitting in an office building in Boston. And we know how the story ends. He kicks their ass because of course he is. But it's like, why is that guy so obsessed? From the time he was 18 till he discovers what he called ripes, which is like a banana that other banana companies would just throw away because you only have like three or four days, maybe five days before it rots and it's useless. So there's a line in the books. It's great.

• 15:07David Senra?

  He made a calculation based off arrogance that he could be fast where others were slow. Why is an 18 year old penniless Russian immigrant in Alabama? Think that he can be faster and he sees an opportunity that a giant company called United Fruit, which is one of the first truly international American companies. Why on earth does he think they're super rich? They have all the assets in the world. They have the largest private navy in the world. And this guy's like, oh, I see an opportunity you don't see. And it's because this obsession. And he starts there, masters that, then he starts moving up. Then he goes, okay, I'll buy regular bananas. Okay. Once I mastered that, now I will start buying my own chips. Then I'll go to Central America, United Fruits in Guatemala. I'll go next door. I'll go to Honduras and I'll start doing that.

• 15:48David Senra?

  And that's the entire story. So I don't think there's anybody that's going to write a biography of that is not obsessed. I do think to answer your question, that is a fundamental trait. And in my personal opinion, it makes life worth living if you have that obsession. I could not live without an obsession. People were like, oh, founders of podcasts, founders of business. Yeah. But it's an obsession first. It's an obsession disguised as a podcast and a business.

• 16:10Speaker 01

  Is the thing underneath obsession mostly curiosity? Because the topic of obsession for these people is all different. The Dyson one's a perfect example. It's hard to imagine getting excited about vacuum cleaner. But he did. There's some reason behind the obsession each time. What is usually behind that? Is it just a basic system setting of curiosity in the person? And how do you think people listening should apply this obsessive lesson to their own lives? Do you think it's too general to say that everyone should keep working until they've become obsessed with something?

• 16:42David Senra?

  I do think it's too general. I don't think most people ever find it. The reason I'm so obsessed with just studying people that got to the top of their profession is because one third of your life is going to be spent working. Half of your conscious life, half of the time you're not asleep, is going to be spent working. For a certain personality type, to not excel at that, not to be really good at that, means that life is not going to be an enjoyable experience for me. If I had to guess, which comes up a lot, I think there's some kind of deep rooted fight against a sense of inferiority that is underneath it. It's interesting. This comes up a lot. There's a line in the Francis Ford Coppola biography that I read, because I really love reading biographies of filmmakers. That's the closest analogy to like what I'm trying to do with podcasting. I read their words. I'm like, that's how I think about podcasting. That's fascinating.

• 17:25David Senra?

  And there's a line in Francis Ford Coppola biography where embedded in the story of the son is the story of the father. And his dad was this guy, he wanted to be a musician, never made it, was super bitter. So he raised Francis Ford Coppola and they would just talk shit. His dad would just talk shit about anybody that was successful. And Francis is like, well, I don't want to be the person criticizing the successful person. I want to be the successful person. And Coppola, at the beginning of his career, like, look at this track record he did in the seventies. The decade of his twenties is like one genius move after another. Movies that people so watch to this day, and he had this fanatical obsession with learning everything about filmmaking, working every single hour, he'd fall asleep while editing films. And I think a lot of that came from like, how we started the conversation, like, some people have say, hey, I want to be like that guy. Other people have, I don't want to be like that guy.

• 18:09David Senra?

  And those are equally powerful motivators. I think of like Sam Walton. I just reread his fantastic autobiography. Everybody knows about that. But rereading it over and over again, you see different things. And then rereading in between the first time I read it and the second time I read it, I read like 200 other biographies of entrepreneurs. So the words had didn't change, but I changed. So the meaning changes. There's a time in that way before he started Walmart, he's obsessed with retail, right? His little five and dime store is really successful. The guy that owns the building that he's renting from sees that and screws over Sam. And he's like, oh, I'm not going to renew your lease. And they're in a tiny town, population of 5,000 people. So it's not like you go across the street and open another one. So what he did is he just took Sam's business from him, copied it, changed the name and put it in the same location.

• 18:52David Senra?

  There is a scene in that book I've never forgotten where Sam is in his attorney's office trying to see if there's anything you can do for it. And his attorney's going through the lease is like, no, you made a mistake. You didn't know any better. You're a young entrepreneur, but you didn't get the protections that should have been in the lease agreement. And Sam is standing there and he's clenching and unclenching his fist. And he's clenching and he's unclenching his fist and he's clenching, he's unclenching his fist. He's like, I'm not whipped. I found this town. I found this store. I made this store success. I'll do it again. And he just picks up. He's like, I'm not going to look back at this. I won't make that mistake again. Goes to the next town, does it again. Then does it again, again. And then two or three iterations after that, he stumbles on Walmart. So it's like that thing where it's just like, I have this drive. And then he talks about in the book, unhappy life. His parents had a crappy relationship.

• 19:35David Senra?

  Whatever it is that a kid experiences, I don't know if Sam could actually articulate it. Cause he's writing the book as he knows he's dying from cancer. But that drove him to just be obsessive. And he's like, I didn't like spending any time in the house. So I went out, I went to school, I worked as much as I could and I was in every single club and accumulated every single skill set I have. He had this weird drive. You either have it or you don't. My life is really interesting and it's because of the podcast. Where it's like half my day is spent reading, having one-sided conversations with history's greatest entrepreneurs, which is what reading a biography and autobiography is. I get all these interesting ideas, see how they did life. And then the other half is I get to talk to a bunch of founders that listen to founders. And then that becomes a huge friend group and I get to talk to all these really smart and interesting people. And I can't think of one person that needs somebody else to motivate them.

• 20:18David Senra?

  There's something inside of them. That's why they're doing what they're doing. To be an investor, to be an entrepreneur, it doesn't work if you can't trust your own judgment. So what kind of person who's willing to take that risk? I know a ton of entrepreneurs that could even make more money if they went to go work for like Google or something like that. They'd rather make less money in their own business than work for somebody else. But there is something bizarre that I don't think you can explain. All you can do is notice it in other people and then seek those people out. Like, oh, I'm not weird. There's a ton of people just like me.

• 20:48Speaker 01

  It brings to mind one of the things I was most excited to talk to you about, which is this classic nature nurture debate in people. But it's the idea versus execution debate, or the inspiration perspiration debate. Famously, Edison said 1% inspiration, 99% perspiration. And maybe that's true in time. But what I found more recently is good ideas matter a lot. If you don't have a good idea, all the perspiration in the world probably doesn't matter. I saw an interesting idea somewhere recently, which was like, a lot of people can run a McDonald's franchise. Not a lot of people can create a new McDonald's. And I'm curious what you're reading of all of these great entrepreneurs and founders, where it's led you in this debate of inspiration versus perspiration? And sort of how you would assign what matters more or most?

• 21:33Speaker 01

  Obviously, they both matter, but I would love to just hear you riff on these two twin concepts.

• 21:38David Senra?

  So there's two guys I discovered through the podcast. One's Claude Shannon through Jimmy Sony's fantastic book, A Mind at Play. And another guy called Alfred Lee Loomis. There was a biography of him called Tuxedo Park. And what Shannon and Loomis had in common is they wouldn't argue their ideas. I think a lot of entrepreneurs in general, they spend time on Twitter arguing about, should we be remote or should we be this or should we raise money or should we do that? It's like, who gives a fuck? You have an idea and don't let anybody get in your way until it's done. And if that's inspiration or perspiration, whatever the case is, the idea obviously matters because I think the largest predictor of business success is the market that you're operating in. This is all over Warren Buffett shareholder letters. It's in this book that I have right here about Henry Clay Frick, Andrew Carnegie's partner and one of the greatest entrepreneurs to ever live.

• 22:19David Senra?

  He benefited from the fact that he was monopolizing the Coke industry. Coke not being Coca-Cola or cocaine, but Coke is this ingredient needed to make steel and iron. And he was at the right place in the right market. He was in Western Pennsylvania at the exact time he needed to be. And guess what? You take that dude that's smart, that's disciplined, and you put him in a market that's decreasing, you let him run Berkshire Hathaway, the original textile in the 60s. It's going to go right into the ground, just like you could be as smart and as hardworking, it doesn't matter. I think more of, instead of the idea, I think more of like the market is way more important. One of the things I'm so excited about, why I'm obsessed and me and you share this obsession is just like, podcasting is like a miracle to me. We were talking about the importance of understanding, why is this guy so freaking obsessed? Why is he working seven days a week on this? This is psychopathic behavior.

• 23:05David Senra?

  It's because of the way I look at podcasting. I don't look at it as a means to an end. Podcasting is the printing press for the spoken word. The revolution that Gutenberg unleashed when he invented the printing press may have taken forty, fifty years, sixty years, a hundred years to gain steam, even goes faster now. But that is exactly what podcasting is. Everybody's like, oh, we have too many podcasts. That's like saying you have too many movies. We have too many books. Like, that's ridiculous. We have too many bad of anything. But there's always room when it comes to media or anything that people consume for good things to grow and prosper. And to me, when I look at where do I want to spend all my time? Is there something I'm obsessed with that I'll think about even when I'm not working? And then also, is it a growing market? You're telling me today, we've reached the peak of how many people are going to listen to podcasts?

• 23:49David Senra?

  That's absurd. That's absurd. And not only will more people find your podcast and my podcast now, there's people that haven't even been born that are going to be listening to episodes. I don't want to dismiss, is it idea or execution? It's like, you need both. I'm sure there are some markets where they're going to pull the product out of you no matter what. And if you're the only one in that market, then that market's going to be satisfied. But I can't think of anybody that I've read a biography about that's just like, I stumbled into a good idea and I didn't have to execute relentlessly and over and over and over again for a long period of time. That's another thing too, where I'm only interested in people that do things for a long period of time. There is a subset of people that can start a great business or be a great investor for two years, five years, ten years. I'm interested in people that you started the conversation saying about Edwin Land and Estee Lauder.

• 24:34David Senra?

  Okay, two obsessives. They both had good ideas and relentless execution. Estee Lauder had to wait twenty years. She got completely obsessed with the idea of beauty, didn't have the opportunity to start her company because she was a stay-at-home mom till she was forty. The reason I say, listen, man, you guys should be reading Estee Lauder's autobiography is because it is my belief that if you were able to bring her back from the dead and let her start a company today, she'd be kicking most entrepreneurs' ass up and down the court. Edwin Land too, Edwin Land started working on, well, he would become a poet when he was like nineteen and worked on it till he was seventy. He had like the third most patents in American history behind Edison and I forgot the other person. Who the hell works on something from nineteen to seventy? That's incredible.

• 25:13Speaker 01

  But what about the people underneath these leaders? I probably listened to 50 episodes or something of founders. If I had to summarize, one of the interesting lessons is the dramatic importance of the individual, which I think runs a little counter to maybe how a lot of people wish the world was, where it was more communal and Steve Jobs was going to emerge if Steve Jobs particularly wasn't him. Or I think the great individual theory or thesis, a lot of people don't like. But as I listened to a lot of your episodes and these stories, it strikes me that the person matters a lot. And I'm curious what you've learned about the layer of leadership underneath the founders?

• 25:54Speaker 01

  And if there's any common stories, themes, traits that you've sussed out there?

• 26:00David Senra?

  I want to start with a quote because you just nailed it. And I'm an Edwin Land fanboy. I am on a mission because I meet a ton of smart people who don't even know who he is. So maybe people listening to this don't know that he was Steve Jobs before Steve Jobs. Steve Jobs met him when he was in his twenties. Edwin was like seven years old and Steve came over from the meeting saying, meeting Edwin Land was like visiting a shrine. These ideas that you've undoubtedly heard from Steve Jobs did not originate with him. He literally took them from Edwin Land. The idea of building a technology company at the intersection of technology and liberal arts. That's not Steve. That was on every single presentation that he made on Apple. He got that idea from Edwin Land. He literally talked about him over and over. And he said, this is my hero. And Steve also had this deep historical knowledge, which all these founders definitely have, all of them. I have not come across a founder that was not curious about what the great people before them did.

• 26:45David Senra?

  I actually made a 30 minute in between episode. It's called Steve Jobs and His Heroes. And I break down 39 podcasts on either Steve Jobs or the people that he talked about influencing him. Even when he was young, he was like in his twenties and he could tell you how he felt the invention of the Macintosh was similar to like Alexander Graham Bell's invention of the telephone. It's like, how the hell do you know that at that age? That's remarkable. But Edwin said that there's no such thing as group originality or group creativity. He goes, I do believe wholeheartedly in the individual capacity for greatness. And he says, originality are attributes of a single mind, not a group. What happens is even if you have a bunch of co-founders, there's usually one. A lot of these people had co-founders. You could say one A, one B, whatever the case is, but it's always singular. It's never like a joint thing.

• 27:27David Senra?

  And what's good is they find people that can play the role of the second or third. It's not like, hey, I want to be the smartest person in a company. They all obsess. This is in Warren Buffett, David Ogilvie, Enzo Ferrari, Steve Jobs. They only surround themselves with A players. There's a great book called In the Company of Giants. It's on the floor next to me right now. What's fascinating about that is it's two Stanford MBA students in 1987 go and interview all these technology founders. If you think about the growth of technology industry from 97 till now, they were clearly like ahead of time. And what was fascinating is Steve Jobs, young Steve Jobs, he just came back to Apple, sits for the interview. They start the interview like, hey, you know, startup founder doesn't have that much time to recruit. And I forgot the exact terminology, but he cuts him off. He's like, I disagree completely.

• 28:10David Senra?

  Recruiting talent is the most important job as a founder. Think about the first 10 people in your company. Every individual is 10% of the company. You don't transition from a startup, a nascent idea to a super successful company that creates a great product. If you fuck up that part, that was his point that he was making there. And he knows that because this is the crazy thing. So you mentioned Mike Moritz earlier. Mike Moritz wrote this fantastic book, The Little Kingdom. I read the updated version called The Return to the Little Kingdom. And what's fascinating about that is that's way before Mike was an investor. It's like the first, I think, six years of the history of Apple. And when the book ends, the Apple II is doing really well. Steve Jobs is still at the company, but we don't know how the story is going to end. So then I would read that book.

• 28:53David Senra?

  And then what you need to jump into right after that, there's another book called Steve Jobs and the Next Big Thing. I think it was written by Randall Strauss. That book is about the 13 years between he left Apple and then he returned. I call it bizarro Steve Jobs because it's a gifted, intelligent entrepreneur making every wrong decision in the book. That book ends in 97. He gives this interview. Think about this, how crazy this is. He starts next. One of his first 10 hires and next is an interior designer for the office. What the hell is happening here? You're reading that book and you're like, I know Steve Jobs is smart. I know he's talented. How the hell did he do this? We talked a little bit about ego before we started recording where it's like, it's very prone to let your ego get the best of you. People admire you because the work.

• 29:36David Senra?

  What happens is like you usually isolate yourself, you'll work really hard, you'll do a lot of work. That work draws the attention of other people because it adds value to their life. And then suddenly over time, you confuse it's like, oh, they don't like the work. They like me. And then I could just show up without having to do the work and everything will be fine. And that next, he just showed up. He's like, I'm Steve Jobs.

• 29:54Speaker 01

  Ego is such an interesting one. That lesson is fascinating, confusing people liking their work for liking you. I've never heard it phrased that way, and that is so damn interesting. Where else do you see ego rear its head, good or bad? It strikes me that ego is like a negative connotation. You don't want to have an ego, but you do want to be confident. You do want to be charismatic. You do want to be a good salesperson. Some of the things that high ego people might be good at. What other things have you learned about ego? That phrasing is so helpful.

• 30:24David Senra?

  I actually don't think that you build a great company with a giant ego. I don't think that exists. Sam Walton has a good idea about that. He's like, listen, your ego should use to drive you, but you should not be on public display. And he's like, I hire people at Walmart with big egos that know how to hide it. Because there is some weird thing where it drives you. What's problem is when you make it apparent that you think that you're better than everybody else. In almost every story, you have a young entrepreneur that needs some help. They're usually helped by people that are older, have a lot more access to resources. So think about how people are funding private companies now. You have super smart and determined founders, a lot of potential. Who knows what a person like that is going to be in 10 or 20 years?

• 31:07David Senra?

  But they need assistance, whether it's they need resources, they need personnel, they need money. What I realized this morning is there's this guy named Thomas Mellon. And Thomas Mellon is one of the most important people in American business history because he's the patriarch of the Mellon family dynasty. What he did is he made a lot of money before and after the American Civil War. He's like maybe 50 years old, super rich, owns a bunch of banks and stuff like that. He comes across a 21-year-old Henry Clay Frick. Henry Clay Frick shows a lot of potential at this time, but Mellon can't possibly know yet. Forty years in the future, Frick is going to be considered one of the best entrepreneurs to ever do it. So much so that Andrew Carnegie sees him and is like, I need this guy on my team. And then they have a falling out. There's a fantastic book called Meet You in Hell. I recommend everybody reads if you want to learn about Andrew Carnegie and Frick.

• 31:52David Senra?

  It's about what Frick told him. They had a falling out later when Andrew's about to die. He sends a letter to Frick, says, hey, let's reconcile. We're living in the same city. We live a few blocks away. Let's get together. And he writes back, he's like, I'll meet you in hell. What was fascinating is Mellon sees Frick. Frick is at the very beginning of building this Coke empire that's eventually going to be acquired by Carnegie's company. And Mellon sees him, he's like, oh, this is another me. This is me when I was younger. He approves the loan. Then Frick takes that money, immediately deploys it, starts scaling up because it's like, hey, I got an opportunity. I need to do this as fast as possible. Goes back to Mellon. I think he borrowed like a thousand dollars. You know, this is eighteen hundred, so it's a lot more money than a thousand dollars today. So he borrowed a thousand dollars, goes back almost immediately, says, give me ten thousand. Mellon's like, yo, what the hell are you doing, kid? So he sends one of his partners, he says, go check out this Frick guy.

• 32:37David Senra?

  He seems has potential to me, but I need to make sure this guy's not full of crap. So Mellon's partner goes and shadows Frick. And he writes back to Mellon. And he's like, the guy works in the Coke plants all day long, studies his books at night, knows his business down to the ground. Makes the loan. And that is the first hand up that he gets that causes him to build a monopoly in his industry. There was no one B to Frick's Coke empire. It was clearly him. What was fascinating is like, I didn't put this together the first time I read that book because I probably read a hundred fifty books, hundred fifty biographies since I read it first time. But I had just recently been rereading books on John D Rockefeller. And this guy named Jay Gold pops up in Rockefeller's biography, every single one, which is really weird. Everybody's read Titan, the most famous biography of John D Rockefeller.

• 33:22David Senra?

  What I did is I went in the bibliography of Titan, found a book that the author, Ron Chernow, used his research and ordered it. It's a very old book. It's like forty something years old. It's very hard to find. I read that book and I'm like, wait, this is a biography of Rockefeller and there's an entire chapter based on Jay Gold? What the hell is happening here? And then you see when people would ask, Rockefeller is probably the most famous entrepreneur in history. And they asked him like, who's the best businessman you know? And he said, without hesitation, Jay Gold, without hesitation. Then you have Cornelius Vanderbilt. This is another thing we should talk about is how all these people wind up knowing each other. There is something to be like talking to other A players. And then you have Cornelius Vanderbilt, who's the richest person in America at the time, forty or fifty years older than Jay Gold. And he's like, Jay Gold's the smartest person in America. So I was like, okay, what the hell happened? So the author actually sent me the book, a biography of Jay Gold, came out like 15 years ago.

• 34:07David Senra?

  And he's called like Dark Genius of Wall Street, something like that. These are formidable people saying this is the one. You gotta pay attention to that. Why is that happening? So I'm reading Jay Gold's biography, same situation. He's like 20 years old, 21, needs a leg up, meets this older, more successful businessman. But where Mellon did is like, I'm successful, but he didn't even have his ego get in the way. He's like, I want to be this guy's partner. His success does not threaten me at all. The difference between Jay Gold's life is Jay Gold winds up taking on an older partner. It's a guy named Zadik Pratt, I think is his name. I'm going off memory here, so I might get his name wrong. But that guy was super rich, owned a ton of land in the Northeast at the time. Owned 30 different factories that would produce leather goods. And all the different factories would have different partners. So he winds up doing a partnership.

• 34:51David Senra?

  Jay winds up doing some surveying work for him on some of his land. And Zadik's like, oh, this guy's smart. I'll partner with him. I'll put up the money. I'll give you the expertise and then you run with it. Well, Jay Gold is a straight up genius, way smarter than Oliver B. And he runs with it. He'll hit you up for advice and money, but eventually he's like, oh, I got this. I can figure it out. He's coming up with ideas. The crazy thing about Jay is this guy's been in the leather business for 40 years. I'm coming up with ideas that he doesn't see. That threatens Zadik's ego. How do I know it's Zadik's ego? Because the guy was so rich, he started his own bank, printed his own currency. Guess whose face he put on his currency? His face. You know Mount Rushmore? In this town, there's like a big granite wall or a big rock formation. So, you know, Mount Rushmore, you got all the presidents on there. He hired somebody to carve his own face.

• 35:36David Senra?

  Think about how egotistical he has to be. I want people to come through my town and see my giant head hovering above everybody. They started partnering. He didn't like that Jay stopped asking him for advice. He thought his success in Jay was managing his leather factory, they call them tanneries, better than his other partners. He didn't like that he felt threatened. So he tried to maneuver and he said, hey, we're going to end the partnership. You have to either buy me out for $60,000, which is the money I put in, or I buy you out for 10, which is with the money you put in. He did that because he's like, this guy doesn't have 60 grand. Didn't know that Jay has brains. He knew this was coming and he had secretly set up financing and he was waiting for that to happen. Rockefeller is the exact same story for his first partners in the oil industry. He had older partners to try to screw him.

• 36:18David Senra?

  And he says a great line, he's like, while they were talking so loud, my mind was running. What happens like, okay, I'm hitting this provision in our contract. You have to come up with 60 grand. Jay's like, here it is. And he takes off and running. You had the opportunity to partner with one of the greatest entrepreneurs ever do it, and you fumbled it because of ego.

• 36:36Speaker 01

  How often do these people, men and women, break the law? Or enter the gray area of the law, building what they built?

• 36:44David Senra?

  In Jay Gold's case, all the time, because the S E C was founded forty years later to combat things that Jay did. This is eighteen hundred, there's no securities law. They did insane things. There's no antitrust act yet. You could say, okay, is there a person like Steve Jobs in history? I just said there is. Is there a person like Elon Musk? There probably is, especially people that try to sell and like over promise in some domain. There's like Henry Kaiser, who was as famous in his day as Elon is today. There is not, in the history of entrepreneurship, an equivalent to Cornelius Vanderbilt. I read two books on him. If you said, okay, David, who alive today remind you most of Cornelius Vanderbilt? I would say Vladimir Putin. Vanderbilt had nation level wealth.

• 37:29David Senra?

  If you could have turned his entire fortune liquid at the day he died, he would have controlled one out of every twenty dollars in circulation. The reason I say he's not like anybody else, and yeah, he breaks the law, is there's a fantastic book I did a podcast on, it's called Tycoon's War. There was this other guy, I think his name's William Wallace. This is like three years ago, so I'm going off memory. William Wallace was interesting because at the time he was eighteen. He had graduated law school, medical school, taught himself a bunch of different languages, really smart dude, winds up taking over different parts of Mexico, which was very common at the time. He was a military adventurer. He winds up taking over, I think Nicaragua. And this is the time where Cornelius is doing the transition from just having steamboats and he's getting into railroads, but this is gold rush. So people are paying to be transported from the East Coast to the United States to get to California for the gold rush.

• 38:15David Senra?

  Vanderbilt makes a ton of money because he's one of the rare people that has steamships, railroads, and then boats to cut through South America. And then he'll pitch you on like a mule and then he'll pick you up on the other side. He had basically from A to Z. He cut down travel time by like six months, so substantial value. So some of his ships were stationed in Nicaragua. And William said, hey, I overthrew the government. I am now the president of Nicaragua. So these are my ships. Vanderbilt tried to have him killed. That's not hyperbolic, that is legitimate. He hired mercenaries to go get him. He petitioned the Secretary of State of both the United States and Britain. He's like, I'm not going to sue you, I'm going to kill you. The way they thought, you could argue that some in history's greatest entrepreneurs,

• 38:58David Senra?

  they might have been more ambitious. I'm not saying go out and overthrow governments, but they did. Sam Zemurray, fishing, ate the well, he did that. That's legitimate. He funded a coup because you tried to take away his banana property. I'm not saying these are good people. I'm just saying that they just looked at it like a problem, how we would be like, oh, I can't do anything. I guess my stuff is gone. Oh, he has my ships. What can I do? I'll try to go through diplomatic channels. Cornelius, like, I'll just send guys with guns. Go try to steal something, what do you think's gonna happen to you?

• 39:24Speaker 01

  It's funny to think about some of these examples in contrast to like Genghis Khan or Alexander the Great or some of the great conquerors through history, where probably there's some similar threads to pull on in both eras. But in the modern era, where especially now, like Elon, everything he says, you hear about four seconds later, the feedback loop is so much tighter. So there's probably less room for shenanigans, maybe, maybe not. As you think about the role of constant learning in the story of these entrepreneurs, there was a Michael Jordan quote you sent me, which was something like, successful people listen and those that don't listen, don't survive, or something like that. And that's Michael Jordan. I mean, I think maybe the greatest athlete of all time. Talk about the role of constant learning. This relates back to ego too.

• 40:09Speaker 01

  I think ego would maybe cause you to stop learning because you think you know it all or something. You've mentioned several times, people study the history of their industry. People are listening, they're learning. Say a bit more about the common trait of listening and curiosity and perennial learning.

• 40:23David Senra?

  Not only is Michael Jordan part of the greatest basketball player ever lived, you could make the argument that he was better at his job than anybody else has been as good at their job in history. Reading his biography changed my life. And I was a Michael Jordan fan when I was a kid. I don't have time to watch basketball now, I'm busy, but like, I'm actually standing on it right now. I record on my podcast standing up because I try to bring energy every day. But like, my foot is on Michael Jordan's life. It's like a 694-page biography of Michael Jordan. What blew my mind about that is every single person, way before he even made his college team, till the time he was a professional basketball, they all said the same thing. This dude was like a sponge. There's a great quote that Nick Saban said. And he said that average players want to be left alone, good players want to be coached, and great players want to be told the truth. Michael had a giant ego.

• 41:04David Senra?

  Go and start and drive, but he would run up to the coach and tell me what I need to get better at. So the reason I say that book changed my life is this idea of practice. How many people want to get to NBA? A ton, millions. How many get? Four hundred, maybe? How many people get to the dream team in Barcelona in ninety-two, which might be the greatest basketball team of all time? Fifteen people? A subset of a subset of a subset. So Michael's tired. He'd been playing nonstop, back to back. He's like, man, I really want to take some time off. I don't want to spend my summer at the Olympics, but I'm gonna go. He goes, I want to see their practice habits. We're all the best of the best. What am I doing that's different than what they're doing? So what happened was he goes, he watched the way they practiced compared to the way he practiced. And the main theme of Jordan's book is I believe in practice.

• 41:47David Senra?

  I would rather miss a game than miss practice. That's insane. He said something that gives me chills to this day. He goes, I watched their practice habits. And he goes, they're deceiving themselves about what the game requires. Best of the best, ton of people on there, but when he was done, no one had more championships than he did. So I was like, damn, that's crazy. This guy's at the top of the top, winning championships, MVP, scoring awards, All-Star game. And he's still working harder than anybody else. That line, successful people listen, those who don't listen don't survive long, is from that biography. And he's like, listen, I don't have that big of an ego that I can't learn from other people. All of his great entrepreneurs are like that. I just talked about Edwin Land. Think about how crazy it is. That dude, to get started, he made his money in cameras and lighting. So to understand cameras, you have to understand lighting. How did he understand lighting?

• 42:33David Senra?

  He went to the New York Public Library and read every single book on lighting they had. He invented instant photography. Before Edwin Land, you took a picture, you sent it to Kodak, and you got it back like two weeks later. After Edwin Land, you press a button and you have it then. That's insane, dude. And what did he do? He didn't say, look what I've done. He goes and he hires Ansel Adams, who he thought was a fantastic photographer. And he says, he's like, my aim is to produce the most picture-perfect making process. And you have shit in your brain that can help me achieve that. They're learning machines. They're like, okay, whether it's a book, whether it's a podcast, whether it's grabbing person. They're like, hey, that person has information I need. I want to see if I can talk to them.

• 43:15Speaker 01

  You mentioned Edwin Land. There was this great quote that I think ties in here, which is something like, anything worth doing is worth doing to excess. Again, what I like when you send me stuff is when it's at odds with common wisdom, you know, everything in moderation or something like that. Talk about that excessiveness. And what I'm really interested in is hard work. It seems as though one of the modern things is to have a more balance, more freedom, more flexibility. I think if you look at all these biographies and everything I've listened to from you, that is definitely not the case for these people. And again, like you've said, we're not suggesting these people are the ones to emulate, just that they're ones that have created extraordinary outcomes. But talk about this, everything worth doing is worth doing to excess. How you think about hard work, you know, you're working your ass off to create founders.

• 43:58Speaker 01

  What do you think about excessiveness and hard work?

• 44:01David Senra?

  The full line is what Edwin Land says is like, there's something they don't teach you at Harvard Business School. If anything's worth doing, it's worth doing to excess. I put together maxims because you're going to remember that. Successful people listen, those who don't listen don't survive long. They'll stick in your brain and don't understand the idea behind that. And this is as old as humans. They've been talking in maxims and common sense and homilies forever. Think about why song lyrics are so sticky because it's like an idea condensed down. One of my favorite ones, and it's the main theme of the history of entrepreneurship. It's the why, if you look at my phone, on my phone, my lock screen is a picture of Ernest Shackleton, the famous polar explorer who looks like hell, got a huge beard covered in ice, looks like he's about to die. And his family motto was by endurance we conquer. Which is why I told you earlier, I'm only interested in people that do things for a long time

• 44:44David Senra?

  because at every single step, these people are presented with opportunities to quit and they don't. So he's like, I don't have to be the smartest. I don't have to be the best. I don't have to be talented. And this is what I believe in myself. I don't have to be the best. I don't have to be the smartest. I don't have to be the most talented. I just have to outlast you and I'm not giving up. I've had a bunch of people offer like partner up or buy the podcast or whatever. And they're like, hey, you're going at an extreme pace, which I really don't feel like I am because I just read, there's no trick here. I pick up a book and stare at it and I do that for a few hours every day, seven days a week, 365 days a year. My daughter's like, why are you reading? It's your birthday. Why are you reading? It's Christmas because I like to read. And if you do something for three or four or five hours every day that most people don't do, you're going to develop a value for other people in the world. And that's all a business is. The best description of a business I ever heard came from Richard Branson.

• 45:28David Senra?

  He's like, all businesses, it's an idea or service that makes somebody else's life better. If you make other people's lives better, you'll capture that value in return. So I don't find many of these people are moderate. I'm going to read this quote that I have saved on my phone. It's hilarious. It's by Bill Gurley. It's called Running Down a Dream. How to Survive and Thrive in a Job You Love. But in that, he profiles five people that do exactly what Michael Jordan does, that did exactly what Edwin Land does. He profiles Bob Dylan, the musician, Bobby Knight, the coach, Danny Meyer, the restaurateur, Sam Hinky and Katrina Lake. What Bill Gurley did in an hour, he breaks down, what are all the traits or what are their approaches to work? That is similar. What does an entrepreneur have to do with a musician? A lot. What does a restaurateur have to do with a basketball coach? A lot.

• 46:12David Senra?

  It's the same ideas applied to different domains. None of the people described are moderate. That's why in an hour, Bill would just break this down perfectly. It's insane. I just finished reading Bob Dylan's autobiography, which is the book that Bill Gurley read. That dude literally discovers folk music, finds out who does folk music the best, listens every hour of his day that he's not playing. Bill's term for this is professional research, which I think is exactly what founders is. How do you get better at your job when you're not working? It's all the learning, the constant practice. That's professional research under one umbrella. So Bob Dylan engages in professional research, listens to every single record he can get his hand on, making friends with people that have hard to find records. And then he discovers Woody Guthrie and he's like, I gotta go find him. Where is he? I'm in Minneapolis. I have no money.

• 46:56David Senra?

  My clothes are tattered, but I have a guitar and a dream. I'll go out to the side of the road and stick my thumb out and I will hitchhike to New York City with $10 and a guitar case to find him. And that's exactly what he did. So to answer your question, there's a quote I have on my phone. I've had this quote since 2017. I'm not a fan of moderation. I'm attracted to extremes. What do you want your life experience to be? Do you want to be exceptional? Do you want to push the boundaries of your capabilities? Do you want to walk around in a fog, butting up against your potential, but never actually realizing it? Then knock yourself out. Be moderate. I'm not interested in that. So I can't do the podcast less than I do. All I can do is say, hey, this thing, this obsession of mine will overtake my life because I've seen enough stories where it can ruin my life.

• 47:40David Senra?

  So I have boundaries. I have a balance every day. The only thing I figured out is because I'm an obsessive person. Obviously you are a ton of people are that are listening to this as well. So what I realized is like, okay, instead of working like a ton of hours, five days a week, I'll just spread everything out and have a balance seven days a week. This is Ed Thorp. I literally just read his book, took his blueprint, like, oh, I'll just do that. Ed Thorp says every hour you spend in fitness is one less day in the hospital. First thing I do is wake up in the morning and I do an hour of some kind of physical activity, whatever you like to do. Then I work, I spend time with my kids, I spend time with my wife, and I talk to friends. Maybe have an hour or two to something that's fun, but really work is my hobby and that's the advantage I have over other people. Somebody listening might say, hey, I'm going to do a podcast on the history of entrepreneurship. Go ahead, you should. It's not like a zero sum game, but I'm only going to do this.

• 48:24David Senra?

  I'm not going to start a fund. I'm not going to start another business. I'm only going to do this. And a lot of this is where it's comforting to me, where I can give you a list of people that I've studied. Daniel Ludwig, what a crazy book I read. It's called The Invisible Billionaire. Book is very hard to find. This guy was the richest person in the world and no one knew who he was. And he competed with like Aristotle Onassis. Everybody knew who Onassis was. He's married to Jacqueline Kennedy and shit like that. This guy, his work was his hobby. Edwin Land, work was his hobby. Henry Ford, Enzo Ferrari, Estee Lauder, Henry Kaiser, David Ogilvy, Warren Buffett, Sam Zemri, Alfred Nobel, Joseph Pulitzer, Coco Chanel, Sam Brumpton. I can go down the list. You just have an advantage because you love it. There's a guy named Larry Miller. He was the richest entrepreneur in Utah.

• 49:06David Senra?

  He owned the Utah Jazz. He owned like ninety different fucking businesses, owned like a thirty thousand square foot house on the hill. And he's writing his autobiography as he is dying and he's saying, my life is a cautionary tale. Every hour, every minute I was awake, and this comes from childhood trauma. His mom called the cops on him, sent him to juvenile hall, kicked him out. He had this weird incessant drive, just probably like some weird sense of inferiority, right? And he's overcoming. I worked every hour of the day. I don't know my wife. I didn't know my kids. Now I'm dying. I'm kind of getting to know my grandkids, but he was excessively obese. And the entire book is not like, hey, look how successful I am. Might be a billionaire, whatever it is. It's like, don't do this. I screwed up. Think about this guy has unlimited resources.

• 49:50David Senra?

  And he gets to the end of his life. He's like, if I could do it all over again, I would have worked less. I would have took care of my health. I would have spent time with my family and I would have had fun. I never had fun in life. That is terrifying to me. That should scare the hell out of everybody. Anybody that's obsessive that, again, work was his hobby too. If you don't have guardrails, it's dangerous. And what's crazy is he dies. So he's working with a co-writer and he dies before the book is done. The last chapter is his wife talking to the co-author. And she goes, I miss Larry, but it's not like he was here when he was alive.

• 50:20Speaker 01

  If you think about the role of a soul of a business, I think you sent me this interesting quote from Sidney Harman, where founders serve as guardians of the soul of a business. How do you think about the soul of your business? The business is you in many ways, but if it were to have an independent soul, I want to talk about this concept more generally too, but I want to start with you. Describe the soul of founders. What does it stand for?

• 50:45David Senra?

  I'm not a good example of that because it's an obsession that just happens to be a podcast and podcasts just happen to be businesses. I feel like I'm like the Jiro dreams of sushi of the podcast world. Where it's just like, you have a massive audience, you have people around you, you have a movement. The way I think about it is like, I read this great book called Masters of Doom, which is obviously about the video game Doom. There's John Romero and John Carmack. And John Carmack said something in what caused the rift of their partnership. He's like, Romero wants an empire. I just want to make great games. Somebody hit on this. Founders is like a handmade product. And I was like, thank you, because that's what I think about. It's a handmade product at scale because of the miracle of podcasting. I can do everything myself. I don't have anybody helping me. I edit it.

• 51:29David Senra?

  And I also don't have a script. I just read books and then I just have a conversation just like I would if we were at dinner. Just like Jiro dreams of sushi. Every other podcaster I talk to, they're all super smart. They're like, dude, you're crazy. You've told me like, why the hell are you editing your own thing? Why are you doing this? And it's because like, I have to. I don't even have a choice. So I'm actually talking to a founder later on today, who's really sharp. And I met him through the podcast and like, I don't want to say who he is, but although he's really well known. He's got a theory about this. Again, I like talking to smart people that think I'm doing it wrong, which I love. I don't take offense to it at all. But he's like, you're crazy. The soul is just me. It's like a person that is a business. So the reason I think that's the best description of a founder that I've ever heard.

• 52:11David Senra?

  It's not the same thing as like managing a company that's been around for 50 years as somebody else started. Maybe the founder's been dead for a long time. I really do think that's the role of the founder. Sidney Harmon worked on his company for what 50 years? You might know his name because anytime you get in like a luxury car, Harmon Carden, that's the guy who started that company. So he goes the role of the founder is the guardian of the company's soul. And all these books, there is a decision you can make to compromise on the quality of your product, or take a shortcut, or do something you would never dare do it. I just read the biography of the guy that started In-N-Out. Compared to his contemporaries, to McDonald's and Carl's Jr. and all this explosion of fast food that was happening at that time in American history. Not financially successful, no, not nearly. He only had 17 stores when he died.

• 52:57David Senra?

  But he was obsessed with quality. Everybody else is saying, hey, I'm going to use frozen beef. He's like, I'm going to buy my own cows. I'm going to add salads and all this other stuff to my menu. He goes, I'm not changing my menu at all. It's that intense love. There's a cult. Anybody knows this. Go fly to LA and try to go to In-N-Out. Good luck. I was just in LA two months ago. Try to go to In-N-Out twice because I read the book. I'm not waiting in that line. There's a cult around In-N-Out because the expression of the founder's soul is manifest in the product. People that have In-N-Out tattoos. How many people have McDonald's tattoos? So this is also where people are like, hey, what's your goal? Like you want to make the biggest podcast in the world? No, I want to make the best podcast in the history of entrepreneurship in the world. That doesn't mean it will have more downloads than anybody else. I'm fine with that. That's not my goal.

• 53:40David Senra?

  Just like if you study now, obviously, Apple being dominant, they have a huge market share in device and everything, but it wasn't like that. The vast majority of Apple, when they grew their cult following, it was like what 2% of the market, 5% of the market? Microsoft was killing everything. IBM destroyed everything. The important thing is what do you want to build? Some people, I talk to founders and they say, hey, I want to make an Enzo Ferrari level of craftsmanship on their product. Ferraris being handmade. And some people take the Ford route. Ford and Ferrari existed at the same time. Ford tried to buy Ferrari. There's a great line in the movie Ford versus Ferrari. The guy that's playing Lee Iacocco is like, hey, we should be thinking like Ferrari. He's a Ford executive at the time. And there's hugely egotistical, dismissive guys like we spend more on toilet paper than they spend on their whole production. And he's like, yeah, but when you think of victory, you don't think of Ford, you think of Ferrari.

• 54:23David Senra?

  So you have to decide, there's nothing wrong with it. I talked to a ton of founders like, hey, usually when they want to go big, it's like, I want to make a billion dollars or it's like a number attached to the business. I've become like the founder whisperer. I have these conversations. People are just like, hey, I just want to talk to the shit I'm going through with you. And if there's anything that's in your brain that you've seen in these books, let me know. And a lot of these conversations will start with, my goal is to be X. I want to make a $10 billion company. It's like, okay, I always start with the same question. Who are your entrepreneurial heroes? Everybody copies somebody, dude. You're a human. I always have a maxim I say on the podcast that the mind is a powerful place. What you feed it affects you in a powerful way. I'm very careful what I let into my mind. So I'll have these conversations and they'll start listing off all these people that influenced the way to think about entrepreneurship. And I was like,

• 55:07David Senra?

  go read a book on him. Did Steve Jobs ever say, hey, I want to make a hundred million dollar company? That was never in discussion. He said, I want to make insanely great products. And then I want to get really good at marketing because I want everybody in the world to have an Apple device. And the way to do that is to get really good at marketing. It's very easy to confuse yourself. And that's why if you're confused as the founder, and you're the guardian of the company's soul, the reason I admire Steve Jobs so much, I've never come across another person that thought clearer than he did. If you could copy one thing about Steve Jobs, what you are now, I want his clarity of thought. It's insane. Like, how much mental computation for decade after decade did that guy have to go through to clarify his thinking like that? You know exactly what is important to him. There's a great book by Ken Costianda called Creative Selection. He demoed to Steve Jobs, said the same thing. He goes, listen, Steve was at the center of all circles

• 55:52David Senra?

  in Apple. He was like the oracle of Delphi. But the difference between Steve and the oracle of Delphi was when you ask the oracle of Delphi a question, you get back some kind of riddle. You have no idea what the hell's going on. When you get feedback from Steve, there is no ambiguity. You know exactly what Steve wants to do. And that's it. He's like, there's no like, oh, I'm confused. The quote that comes to mind when I think of the founder's guardian of the company's soul is actually a quote about Steve Jobs. It's in one of the books I read about him. And he says, he made and remade Apple in his own image. Apple is Steve Jobs with 10,000 lives. That gives me goosebumps because that's exactly what a founder should be doing. It's impossible to build a company, to spend all your life energy on it, and not have it imbibe with your personality,

• 56:33David Senra?

  with your ethics. Everything that you think about your business and your life is going to seep into it, the good and the bad parts.

• 56:41Speaker 01

  It reminds me of a conversation I had with Tony Hsu, who started DoorDash. Tony's a very mild-mannered, very humble, almost quiet person, which is why this quote from him stands out in my memory so strongly, which is, I asked him something about culture, like, how do you think about constructing the culture of a company? His answer was basically like, I think a culture of a company should be like 80 or 90% just the personality of the founder. And that's it. It should be the extreme characteristics of the personality of the founder. Because if you try to make it generic, nothing stands out and there's no progress. Inertia dominates. I think that's basically what you're saying. These stories are fundamentally the stories of individuals replicating themselves in some interesting way, like you mentioned with Jobs. And the marketing thing is such an interesting angle that I don't think you and I have ever

• 57:26Speaker 01

  really talked about, because so much of the time we think about the products. And that's mostly what we've talked about, the phone, the Polaroid, the airplane, the whatever. And we don't think about as much the story and the marketing. What have you learned about all of these people as it relates to marketing? Did they all tend to be good at it? Was it just a means to an end for them? What have you learned about how these people distributed or got the word out about their products over time?

• 57:51David Senra?

  I'm a collector of maxims and aphorisms. And I think my favorite one might be actions express priority. I don't look at what you say, I just look at what you do. They're marketing geniuses, all of them. What do you call a person that's gifted at customer acquisition or distribution? A founder. There's a ton of people that have great products and no one knows about. So you failed that, that aspect of it. I read a book called insanely simple, which is written by one of the guys that worked at the ad agency that Apple used. And he compares and contrasts in the book Dell's approach to marketing when he worked for them and Apple's. And he's like, Steve told you with his actions that marketing was important. And how do you do that? Every Wednesday, we had a three-hour meeting. And this is like maybe post iPod and before iPhone, somewhere in there. But after they were already having a lot more success when he came back.

• 58:36David Senra?

  And he goes, we had a three-hour meeting and Steve would review every single marketing ad, every single thing. There was not a fucking billboard that was gonna go up until Steve said that was okay. And the reason it is important is because there's a lot of people that pre- Their companies, marketing is important and it just works. Steve showed with his actions. And then you have Enzo Ferrari is just on top of mind because I read three biographies of him. And I just read all of my highlights again yesterday, but he was a marketing genius too, because he's winning Le Mans. That's how he jump started his company. And because of Ferrari stands for victory, you have all these rich Americans flying to Italy and they'd want to meet Enzo Ferrari. He's very mysterious. He wouldn't let you see his eyes. He'd wear sunglasses in every meeting. He did on a purpose. He thought they were like the windows to the soul and he didn't want you reading his soul.

• 59:20David Senra?

  And what he'd do is his employees would catch him giving a tour of this rich guy. And the guy's like, oh my God, Enzo, these cars are fantastic. I must have one. And he goes, I appreciate that. I'll see what I can do. I might be able to get you one, you know, maybe six months, maybe 12 months from now. And then the guy would leave and the employee would go up and be like, Enzo, we have a parking lot full of unsold Ferraris. He's like, a Ferrari has to be desired. He knew it. It's very similar to that fantastic podcast you just did with Rolex, with Ben Clymer. You see that same idea with a purposely limit production or don't even tell you how much they're making. There is a secrecy element to it. Edwin Land, same thing. When you we think of like how much Steve Jobs would practice for his presentations. He got that from Edwin Land. Edwin Land would do all kinds of crazy stuff way before he invented a camera. He invented polarization.

• 1:00:05David Senra?

  So one of his main inventions was when you were driving at night, you would be blinded by the oncoming headlights of the other car. So he has that film they put over it. He was trying to sell it to a bunch of other car companies. And there's a story in one of his biographies where he rents a hotel room. He figures out where the sun is going to be at what specific time, which hotel room that he needs to get that has a window that faces it. He puts like a fishbowl there. And then he invites the people he's trying to sell in. And then at the perfect time, it shows the light emanating through the windows of the fishbowl with and without the polarization. And that's how he sold them. So it's like that thought process. Walt Disney, fantastic, fantastic book. Enzo Ferrari and Walt Disney have one thing in common. Both their first companies went bankrupt, which a lot of people don't know. Walt Disney, everybody's like, oh, one of the best founders ever. How could he not be?

• 1:00:46David Senra?

  Right? Everybody thinks he was a cartoonist. Yes, he invented animation, first successful full-length animation movie. But if you ask Walt Disney, what is he most proud of? He's most proud of two things. One, starting his company and keeping control of it because he lost control of his first company. And two, Disneyland did not mention animation. When he was dying, he's in the hospital dying, his brother is his partner Roy, they're looking on the ceiling of his hospital room and they're going over the plans for Epcot. He never got to see it because he was dying. This is a very common Coco Chanel thing. They work to the day they die. And so for a day they die, there's no retirement. It's not going to be retirement for James Dyson, wasn't retirement for Steve Jobs. What Walt Disney was getting at is also the amusement park is like, hey, why are you making an amusement park? What people don't understand that back then is amusement parks were seen as low-life stuff. They were like dirty, full of scam artists, only like a circus kind of thing. So Walt

• 1:01:31David Senra?

  Disney says something that was genius. They're like, why are you building an amusement park? They're dirty, low-class places. He goes, exactly. Mine won't be. And the way I frame that in my mind is their mediocrity is my opportunity. There is not a great amusement park. I will be the first. He's like, okay, I need to raise money to fund Disneyland. He borrowed against his house, borrowed against his life insurance. He was crazy. He didn't give a shit about money. He should have been way more wealthier than he was. He packaged the financing and the marketing together. So he's like, ABC, I'll do this weekly show. I'll be the one hosting it. Founder's guardian of the company's soul. They would show some things from his animation, but then they would also show, hey, this is what we're doing in the park. Essentially like a weekly ad that people were watching willingly. As a result, he gets money from that. He gets perfect marketing and advertising for that,

• 1:02:16David Senra?

  maybe the best ever. And ABC puts up a large percentage of the money needed to make the park. And what happens? As a result of people watching this, it was one of the highest rated shows on television for a year. The day he opens the park, it's the biggest traffic jam in Orange County history. So it's not just, I'm going to make the very best product. He considered an amusement park like a cast. It's just a physical movie. I'm building a physical movie. So I'm going to make the very best amusement park ever, and it's going to have the very best marketing.

• 1:02:41Speaker 01

  It sounds like a common theme in all these stories is process as art by revealing the process behind the product because they're so obsessed with that. That is a common marketing story. Is that right? Do you see that over and over?

• 1:02:52David Senra?

  I read Warren Buffett shareholder letters and to me it's like, how many people have studied more founders and more businesses than Warren? He says in there, David Ogilvy is a genius. I'm like, who's David Ogilvy? This is years ago. And I find David Ogilvy and he's now one of my personal heroes. I read five books on him. And what did he do? He did exactly what every single other history's greatest entrepreneurs did. Figured out what was the best shit that happened before I was alive? Hey, those are good ideas. Human nature doesn't change. Let's use them. So David Ogilvy winds up in the very last chapter of Ogilvy and Advertising. He talks about the six people, the six advertising giants that came before him that he studied. If they were alive, he befriended. That's another thing Bill Gurley's talk that's important is like going on actually meeting these people if you can. And then he would just take all these ideas and build on. His point was there's no such thing as a business that is boring. It's only boring advertising.

• 1:03:37David Senra?

  And he says, listen, it's boring to you because you do it every day. But if you explain to the customer the process, they'll find it interesting. So he did this for like explaining the brewery process for one of the beer accounts he had. The person that owned the beer company was like, I don't want to do this. Every other brewery does it this way too. He goes, yeah, but we're the only one telling the story. So he spends three weeks or three months, can't remember, researching the hell out of Rolls Royce, talking to the engineers, reading all the material. He winds up reading a 50-page document. There's one line in it that says the loudest thing in the car at 50 miles an hour was the clock inside. And he used that as a tagline and then put a couple thousand words of copy. Walt Disney too, maybe the best, if you want to call it a media company, like I can't think of another company that has the assets that Disney has.

• 1:04:18David Senra?

  And it started with a huge fight with Roy Disney, who is the brother, the business aspect of that and Walt Disney. They were having this fight in one of their books where just like, how much is this going to cost? And Walt says, we're innovating. I'll tell you when I'm done. To go into the process behind it, that book Disneyland goes into it. And to your point, it's like, almost like opening the kimono. He shared with the entire country, all the work and effort in detail that went into it. I shopped at Trader Joe's for a long time. It's a weird place. Interesting. I liked it. Okay. Reading the biography of the guy that started it, you have to understand why they're doing what they're doing. The example I would use is when I talk about sometimes on the podcast, because people are like, it sounds like you have really good recall or like you can remember this stuff.

• 1:05:01David Senra?

  You must have a really good memory. Absolutely not. The way I make the podcast, I read a book, make the highlight. That's the first time I read the highlight. The book is done. The night before I record, I usually record in the morning, the night before, I'll reread all the highlights. That's the second time I've read the highlights now. I record the podcast. That is the third time I've read the highlights. I edit the podcast. That is the fourth time I've heard the highlights. And then the fifth time is I have to take pictures with the Readwise app and literally input them physically, one by one. You should take hours to do this. That's the fifth time. People knowing that, when they feel comfortable pressing play, when they listen to founders, because like, first of all, this dude, every single episode, he's got to read an entire book to prepare. That's kind of crazy.

• 1:05:39David Senra?

  And then second of all, he's not just reading it casually, doing it once. He's read these words five times and then I'll reference them in future episodes. And the only reason I'm able to reference them in future episodes is because I did that five times. So if there's any part of your product that seems banal or ordinary to you, I promise you, no one is thinking about your business as much as you. The favorite business of mine in the world, you think about it less than probably five minutes a week. Nobody is thinking about it like you. So you have shit in your brain that is interesting to customers and then you could package that up and use that as marketing to get more customers.

• 1:06:13Speaker 01

  One of the lines that stands out from listening to all your stuff, I think is the Kinko's founder who said his exit, and then you've adopted it, that his exit strategy is death. Like if I think about summing up what we've talked about so far, it would sort of be find your obsession. And then make your exit strategy death, right? Like your exit strategy is not make a billion dollars or $10 billion or whatever. It's this just lifelong pursuit of your life's work, right? I'd love to apply that now to you and podcasts. So my suspicion is like you've suggested other entrepreneurs that have done, you've studied the history of of this industry. Who are your idols in entrepreneurship?

• 1:06:56Speaker 01

  Whether I'm specifically curious about podcasting as a business, given that's what you're doing. But what have you learned about podcasting and why it's so exciting as a business? You've mentioned a little bit about Gutenberg press for, you know, for audio or for the spoken word. But if you apply Bill Gurley's kind of Bob Dylan, you know, trained a trained in New York concept of podcasting to yourself. What comes up?

• 1:07:21David Senra?

  I have a unique advantage that Bob didn't have. There is barriers to entry. Almost all the people that are examples like that, there's barriers to entry. Somebody that has to sign you, there's somebody that has to hire you if you're like Bobby Knight. What I like about podcasting is it's completely permissionless. If I think about like, what is the skill set that I have is I can lock myself in a room with a book, a ton of espresso and a microphone. And I'm going to come out every five to seven days with an audio recording that is going to help you at your job. The thing I like about it is it's all work and no work about work. I just talked about this in, I think it was a D Hawk podcast, but it pops up over and over again. That so many of them get disillusioned with the business of business. And a lot of them wish they could go back to when it was just a small team. They weren't public yet. They knew everybody's name.

• 1:08:06David Senra?

  They were actually doing some of the work themselves. Humans are terrible predictors of what they actually want. So you could say, okay, I'm doing the work now, but I can't wait till I can hire a team to do it. Then scale that up. And then I find myself 15 years later, running this giant multinational public corporation. It's like, oh, I don't like this anymore. Think about this, I just read Amazon Unbound. Jeff Bezos is one of my heroes, one of the best, obviously to ever do it. That's not really saying anything. I like the everything store more than I like Amazon Unbound. But Amazon Unbound, you get to the end and one of the notes I wrote in the margins, think about it. Being the CEO of Amazon is not fun because if it was fun, he would do it. What you really root for is obviously you can't stay at the very beginning. The guy's got kneepads on. He's taking the books to UPS himself. You don't want to stay in that case, but one thing is I was obsessed with podcasts way before I even had one.

• 1:08:49David Senra?

  So as a byproduct of that, me and you were talking about this the other day where people can give you bad advice on podcasts. And there was a piece of advice that I heard and I was like, oh, that person that said that doesn't like podcasts. Cause if that person loved podcasts, there's no fucking way that would come out of their mouth. No way. So that is why my podcast is designed the way it is, which is like, listen, I'm doing as much as I can. I just want a way to be me at scale. I don't want to read from a script. I don't want to have to put on an act because if I want to do this for 40 years or till I die, whatever it is. You can't fake who you are. When people talk to you or people talk to me, what do they say? Oh, man, I listen to you so much. I feel I know you. You do. You cannot listen to me for 400 hours.

• 1:09:30David Senra?

  Those are my podcasts and like, I have some weird other personality. They're so funny because I meet a lot of people from the show and I'll have dinner with them. They all say variations of, oh, this is like getting a private podcast. This is literally how I want it to be. I'm just meeting up with a friend every week and saying, I read some cool shit this week. Here's some stuff you might want to know. You might find it helpful. As far as heroes in the podcasting domain, I feel the best podcaster to ever live is Dan Carlin of Hardcore History. The reason I have a single person show is because of Dan. I've not only bought his back catalog over and over again, but I just listened to his podcasts over and over again. For a long time, now I'm reading lately, it's been a lot of audiobooks, but almost every night I'd fall asleep to his voice. The fact is, he inspired me to go the extra effort.

• 1:10:10David Senra?

  One thing I didn't want to do, I didn't want to do two podcasts a month or a year like he does. Like I get sad if I don't record every week. I legitimately get sad. What I like about Dan is he'll read like 30 books and then he'll do an episode. So I was like, all right, well, if he's reading 30 books for every episode, he does two a year, that's 60 books. I'll just read them every five to seven days and then just release them as they come. I have a personal preference with podcasts where Dan in his early days, he did these multiple part series, which is really cool, but they were like an hour and a half. Now they're multiple per series in like five hours. I get lost. I don't enjoy it as much. I still love them, but I'm like, I don't like five hour long podcasts. Let me update it again. I don't like really long chapters and books. It's the same thing. Like, give me a break, dude. If you just want to pure entertainment, somebody affected me was Bill Burr's Monday morning podcast, which is as low tech as you could possibly get.

• 1:10:54David Senra?

  Most people are, at least people like you and I are using podcasts to learn, but what I liked about his is like, he's been doing it every year for over a decade. He shows up every week. I don't listen as religiously as I used to, but I don't think he's skipping any weeks. And he just sits up and he talks directly to you for an hour. And he might be talking about his life and all this other stuff, but it's perfect. Because if you really think about it, what I don't like and why I think you see podcasts that have bigger audiences than like cable news, because it's all fake. Humans desire authenticity. The words that are coming out of my mouth are not coming from words that somebody else wrote on a teleprompter. This is some fake shit. If a friend talked to you like that, you'd get up from the dinner table and walk away like, what's wrong with this guy? You're sweating, you got caked up makeup. Like, why are you wearing makeup?

• 1:11:33David Senra?

  I think humans crave authenticity. And the reason I'm so bullish on podcasting as a business is because the village storyteller is as old as language. Except now, the village isn't just 10 people around a campfire. The campfire is 7 billion people. The reason why I'm so bullish on founders is I think it'll take me to really interesting places. Assuming I don't quit, which I don't plan on. They're like, you're wasting your time. You'll never achieve scale. Go start like a enterprise software business. You'll make a lot more money. So I just spent my life chasing money, doing something I hate. Great advice. Thank you very much. And it's just like, why won't I reach scale? They're like, oh, because you know, what's the biggest podcasts? Maybe the biggest podcast has like 10 or 15 million people. I was like, yeah, but now they do. How many people are interested in business? How many people are interested in entrepreneurship?

• 1:12:17David Senra?

  And the way that I think about it, how many people are connected to the internet? Speak English and are interested in entrepreneurship. There's like 150 million business owners around the world, something like that. Somebody out there has better numbers than I do. But last time I looked, it was like that. I don't think this is like some small niche, dude. I got a freaking email yesterday and I love this shit. This is why I'm so obsessed with it. It's because you never know what they're going to do with the work you put out there. This dude listened to my podcast. I did like three or four podcasts on Jeff Bezos. He's like, dude, listen to your podcast. Help me get a job as an engineer in Amazon. And then he emails me, he's like, I love your podcast. I wrote this software and now he's analyzing all the books and writing up a software program to map all the connections for us. And he's going to like, make it available for everybody.

• 1:12:57Speaker 01

  What do you think are the, if any, major aspects of the people that you've studied? That we haven't talked about yet. I feel like we've talked about people's obsession, their endurance, the dark sides, maybe of some of these lives. The role of marketing, the role of the team. We've talked about a lot, the role of the market. Are there any other major things that you find yourself constantly like pointing out a segment in a book and saying, there it is again?

• 1:13:24David Senra?

  We may have not talked about the most important. And that's the best maxim in the history of entrepreneurship was said by the founder of Four Seasons, that excellence is the capacity to take pain. Anybody trying to do something difficult, how many people want to do like a great achievement with their lives? Every single living person that has ever lived. No one's like, oh, I don't want to do anything. I'm here and I'll just die. No, they have ideas. They may never pursue. They may not have the courage. They may attempt. They may fail. Think about like the difficulty he had to do of trying to make not only just a hotel chain, but at the time, the best hotel chain in the world. And all the struggle he had to get to in his autobiography, his wife would wake up in the middle of the night, see him like staring at the middle of the ceiling, just racked with guilt. Anybody that's ever done anything difficult with a company, anything knows the euphoria and terror.

• 1:14:08David Senra?

  It's the entrepreneurial emotional roller coaster. And the reason that I think it's so important to talk about is because it is supposed to be hard. There's not a book they're going to pick up where the guy's like, our woman, hey, I have this idea. I started it. Everything went great. And the end of the book, it doesn't happen. And so what's fascinating to me is I never know what books are going to resonate with me either. What I really try to tell people is like, there were so many times like, no one gives a shit about founders. This isn't going to work. I'm trying to grow a podcast that doesn't have interviews. I don't have social media and I'm introverted as hell. And then you have to make a commitment. Like a podcast, it's like choosing a friend. I'm asking you to spend an hour, hour and a half with me. It's not like a 30 second TikTok dude. This is a high bar here. And so many times like, man, I'll just give up.

• 1:14:52David Senra?

  And a lot of what pushes me is these stories like, oh, okay, this is normal. When James Dyson says in his autobiography that there's many nights in his 14 years that he came in, he had two mortgages in his house. He spent the whole day trying to build a prototype. It blew up in his face. Didn't work. At the end of that book, the reason it's so important, it's against the odds, an autobiography of James Dyson. It's hard to find, but if you can get a copy, order it. And he says, listen, it's easy for me to celebrate my doggedness now. I made $300 million last year, but I'd be lying to you if there wasn't times where I went inside my house, had my wife look at me in the face like I'm a failure and I'd cry myself to sleep. And I got up and did it again anyways, because excellence is the capacity to take pain. I apply this to like, I don't really feel like working out right now. I don't feel like doing cardio.

• 1:15:34David Senra?

  I don't give a shit, David, what you feel. How you feel is irrelevant. That's an idea I got from Henry Ford. You read his autobiography. He goes, I feel sorry for these, I think he calls them soft and flabby men that can only do great work when they feel like it. That was one of the first episodes of Founders I ever did. It was like 200 people listening at that point. I read the quote and I go, so essentially Henry Ford is saying, fuck your feelings. That line for some reason resonated because I didn't even know people were listening to this. And what Henry Ford's point was, listen, a business exists to serve other people. So how you feel, there's going to be days where you get out of bed and you cannot wait to get to work. And that's great. And there's going to be days where you don't want to go to work and that is irrelevant. Cause the business is not about you. The business does not exist for your pleasure.

• 1:16:19David Senra?

  The business exists to serve other people. What's surprising to me is in Readwise app, I can segment books by author, when's the last time I read it? What's fascinating is I segmented it by what book has I highlighted the most? I was shocked what it was. It was the autobiography of Ed Catmull, Creativity Inc., which is the founder of Pixar. One thing that is in that book that I think is the perfect illustration of this idea, the excellence is the capacity to take pain and that it is supposed to be hard. I just heard Stanley Druckenmiller, he talked about this exact same phenomenon. I think he said he was working for George Soros. I don't know. I might have this wrong, which is kind of crazy. And he's like, I lost a bunch of money. He just went away for a while. He's like, I can't do this anymore. I'm not good at it. I'm an idiot, completely depressed. He's like, I just got to go away.

• 1:17:02David Senra?

  The difference between Stanley and a million other investors and entrepreneurs is like, a million other people did that. They went away and they never came back. But he overcame, he's like, I'm in pain. I'm going to keep going forward. So there is a filmmaker that works for Pixar that put this beautifully. And he used the metaphor of doing anything difficult, but for your and I purposes of building a company. And he says, if you're sailing across the ocean and your goal is to avoid weather and waves, then why the hell are you sailing? You have to embrace the sailing means that you can't control the elements and there's going to be good days and there's going to be bad days. And whatever comes, you deal with it because your goal is to eventually get to the other side. You will not be able to control exactly how you get across.

• 1:17:44David Senra?

  That is the game you decided to be in, which is exactly what Henry Ford was selling us. Then don't run a company, dude. That is the game you've decided to be in. If your goal is to make it easier and simple, don't get in the fucking boat.

• 1:17:58Speaker 01

  Maybe we'll call this episode Passion and Pain. Like, those seem to be the two themes of people's obsessiveness, willingness to devote themselves to something, but also then to endure a ton of hardship and pain. I think it's a good place to leave it. I think you also know my traditional closing question for people. What is the kindest thing that anyone's ever done for you?

• 1:18:18David Senra?

  The kindest thing anybody's ever done for me happened a few decades before I was born. My grandfather on my dad's side was living in Cuba. He was just 38 years old. He had a wife and a newborn baby. When the Cuban Revolution happened and Castro took power, he didn't understand the language, had no money and no education, and yet took the gigantic risk and the complete correct choice at that time in his life to flee Cuba, to go to America, to give his family a better chance and a better opportunity. That one decision changed the entire trajectory of my life. None of my interests that I happened to be naturally born into, the passions that chose me that I did not choose,

• 1:19:00David Senra?

  would make a lick of difference if I grew up in Castro's Cuba as opposed to America. And as somebody that studies dead people for a living, it really resonates how our decisions not only affect our loved ones now and our family now and our friends now, but they reverberate through the generations. And if you think about it, not as the context of what's going to happen in your life this year or next year, but what the decisions you're making will affect people that aren't even born yet. You'll make your decisions differently.

• 1:19:28Speaker 01

  It's a wonderful closing thought. I guess I'll close by just saying what I've said elsewhere, which is, I find your show to be almost like a meditation app for entrepreneurs, where you open meditation app to sort of get re-centered. And I find something similar in that word comforting, which you mentioned earlier, is definitely there for me too of like, oh, wow, there's lots of people who are nuts about whatever it is that they're doing. And it's comforting, certainly for me, but also I think for tons of people that listen to your show, to just be constantly reminded of the agony, the ecstasy, the journey of building something or creating something. And it's like nothing else that I've encountered for this specific function. And so I'm just such a huge fan. I've so enjoyed talking to you over the last several months, getting to know you and listening.

• 1:20:13Speaker 01

  And I've so enjoyed this conversation today. Thanks for your time.

• 1:20:15David Senra?

  I appreciate the support. You've been amazing, dude, and I really do appreciate it. And I thank you very much. I put a lot of my life energy into it. And to have somebody, you especially, say that you get value out of it. I don't take that for granted by any means.

• 1:20:28Speaker 01

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