How Anyone Can Make Their First Million, James Altucher on My First Exit

14 Feb 2025 · 1 h 13 min

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The James Altucher Show - Episode Summary

Episode Title

How Anyone Can Make Their First Million, James Altucher on My First Exit

Description In this episode, James Altucher shares a feed drop from Nick Singh's podcast, *My First Exit*, where they delve into the concepts of personal branding, retirement, and what it really means to achieve success in today's world. They discuss the importance of curiosity, creativity, and the intersection of diverse skills as a pathway to financial independence.

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Key Learnings

  • The Myth of Personal Branding:
  • James argues that the idea of a "personal brand" can be misleading. He compares it to Coca-Cola's branding, which is often a facade, disguising the product's true nature.
  • True personal branding should align with authenticity rather than crafted perceptions.
  • Retirement: What's Your Number?:
  • Retirement goals are subjective and can evolve with personal circumstances.
  • The discussion emphasizes the need to define a "number" that aligns with personal lifestyle and aspirations for retirement.
  • Making Money vs. Keeping Money vs. Growing Money:
  • Understanding the three distinct skills necessary for financial success:
  • Making money: Generating income through various means, such as business or investments.
  • Keeping money: Managing and protecting your wealth against loss.
  • Growing money: Investing and strategically increasing your wealth over time.
  • Intersections of Skills:
  • The episode discusses how combining different skills can lead to unique career opportunities and value creation.
  • Emphasizes the notion of being a "generalist" rather than a specialist, which can offer a broader range of opportunities in a rapidly changing job market.

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Discussion Highlights

Timestamped Chapters

  • 01:30 - Dating Advice Revisited
  • 02:01 - Introducing the Co-Host
  • 06:39 - The Concept of Personal Brand
  • 11:46 - The Journey of Writing and Content Creation
  • 15:19 - The Importance of Real Writing
  • 36:47 - Finding Your Unique Intersection
  • 42:07 - The Three Skills to Money
  • 51:28 - Acquiring and Growing Businesses
  • 56:05 - Testing Demand and Starting Businesses

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Business Acquisition Insights

  • James suggests that boring businesses (like laundromats or car washes) can be lucrative acquisition targets due to their consistent demand and potential for growth through operational synergies.
  • Criteria for Acquisition:
  • Understand and verify the business's earnings.
  • Assess market demand and existing competition.
  • Evaluate the potential for growth and scalability.

Approaches to Starting a Business

  • Testing Demand with Minimal Investment:
  • Use landing pages and Facebook ads to gauge interest in potential products or services before committing significant resources.

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Conclusion This episode of *The James Altucher Show* offers a nuanced perspective on success, financial independence, and personal authenticity. By exploring personal branding myths, retirement strategies, and business acquisition tactics, James and his co-hosts provide practical advice for listeners interested in navigating their paths to success.

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Additional Resources

  • [Nick Singh and Omid Kazravan's Podcast: My First Exit](https://www.youtube.com/@myfirstexit)
  • [James Altucher's Book: Choose Yourself](https://www.amazon.com/Choose-Yourself-James-Altucher/dp/1490313370)
  • [Range: Why Generalists Triumph in a Specialized World by David Epstein](https://www.amazon.com/Range-Generalists-Triumph-Specialized-World/dp/0735214484)
  • [Tony Robbins’ Events: Official Site](https://www.tonyrobbins.com/)

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Transcript

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0:00Being an entrepreneur is a 24-7 job. And when you're hiring, you need a partner that works as hard as you do. That hiring partner is LinkedIn Jobs. When you clock out, LinkedIn clocks in. LinkedIn makes it easy to post your job for free, share with your network, get qualified candidates that you can manage all in one place. For one thing, you can post a job. LinkedIn's new feature can help you write job descriptions and then quickly get your job in front of the right people. You get qualified candidates. At the end of the day, the most important thing to your business is the quality of the candidates.

0:30And with LinkedIn, of course, you can feel confident that you're getting the best. Based on LinkedIn data, 72 % of small, medium businesses say using LinkedIn helps them find high-quality candidates. Find out why more than 2.5 million small businesses use LinkedIn for hiring today. Find your next great hire on LinkedIn. Post your job for free at linkedin.com slash altature. That's linkedin.com slash altature to post your job for free. Terms and conditions apply.

1:04you know what drives me crazy when people say i have to build a personal brand usually when something has a brand like coca-cola has a brand like you think of coca-cola and you think oh this tasty satisfying drink on a hot day in other words a brand is basically a lie it's a difference between how you perceive something and the reality of that something. In reality, Coca-Cola is this brown sugar drink that's pretty much unhealthy for you and that's it. So what does it mean to have a personal brand? Well, I discussed this with Nick Singh on his podcast. I also discuss what's your number, how much do you need to retire?

1:46And we also discuss basically how do you build to that number? How do you build success in today's day and age? and many, many other things. This is one of the best interviews I've ever done. So decided to put it on my podcast. Nick's podcast is, what's the name of Nick's podcast? My First Exit. My First Exit. So I discussed my first exit. And here is the podcast. The last time that I saw you on my podcast, you gave me dating advice. What was the advice? I don't know. It didn't work. I'm still single. and so i would just i i thought i'd ask you if you have any other tips

2:27altature how's james what's up how you living man good to see you guys james i don't know if you've had this in your life but you know like the stage you get to where all your friends they start to get serious and they start to have kids and like omid just got married i was with him in mexico by the way this is my this is my co-host omid omid used to be a speaker for tony robbins and when i told them that hey man we're gonna have james altucher on the podcast he was like no fucking way because he conveniently just read skip the line i don't know how that timed up we didn't time it no not not not skip the line i reread choose yourself i've i've read it's the second time i've read it um i've also read i know it's not your book per se but idea generation machine was like my introduction to uh but following you on twitter i never ever imagined that we would be interviewing you and then when nick told me it was just like holy shit man i was literally just looking through my notes from James like a couple weeks ago.

3:19That's great. Well, and I've also had Tony Robbins on the podcast too. So it's good that you've worked with him. Well, that was actually one of – to your credit, James, that was one of his best episodes because like Tony has a – Tony is one of my favorite people and he has like a spiel that he does when he's doing press and you found a way to maneuver around that, I thought, which was really unique and special when you have – Well, and it was hard like because he – Yeah. First off – He dominates, dude. He's a giant. He's a gigantic human being in metaphorically and literally. And like you say, it's not like he has a marketing spiel, but he has his thing that he says that's very powerful and very unique.

3:58But I had, you know, I had questions. So like when he was going on and then I met President Clinton and he was asking me for like, why would President Clinton, like you were 26 years old at the time. Why would the president of the United States call you? and like but i had to like really yell to stop him yeah yeah yeah because he's in that pattern yeah dude dude and it's it's freaking intimidating have you ever been to this is random and not on our you know questions that we want to ask you but have you ever been to an event of his have you like seen him do his thing no i haven't and he's invited me to go but you know i'm not really an event sort of person is the problem i'm like okay i like uh don't leave the house very much Yeah, me too.

4:43Well, you're just married and you're about to start having kids. So get used to it. Yeah, yeah. Omid's lying. He's just trying to build rapport. He was just in – where were you? You were just at an event, Omid. Well, I rarely leave though. But I like electronic music. So I was at a music festival for my birthday. And that was in Ohio. But it was one of my last ones that I want to go for a while. So I just kind of had to end it with a bang. what kind of music was it uh electronic music but primarily this one i like bass music so a little bit heavier i grew up listening to like metal so um i'm about to turn 30 and i've been like evaluating my entire life and as i'm getting older i used to do this nice go to festivals and i was like in uh high school and then now i'm kind of like okay last one for a bit so that's good yeah yeah you never know you never know what's gonna happen i'm going on a rage against the machine phase.

5:39Oh, let's go. That's all I'm listening to. Without further ado, I'm going to bolster us into the conversation. So James, all to say, it's really good to see you, man. And thank you for making time. I told Jay, and I'll tell you again, you're one of my favorite people. I'm not saying that to blow smoke or to placate or to be falsely nice. You have this unfathomable ability to keep it so real. And just to be honest, like it shows up in your writing, you just write whatever the hell you want. You kind of say what you feel and you're really thoughtful. Like you're not just spewing garbage out into the world.

6:18And thank you for what you do, man. And sincerely, thank you for finding a little time for us today, brother. We appreciate it. I know. I appreciate you having me on and I appreciate the comments you just said. If you think about it, there's just so much like bullshit out there, right? Like everybody, everybody wants to be the king and so like the the latest thing this past year or so is okay you know i just read 27 books by plato i i hear here are the seven things i learned so you don't have to read them and then they'll do a thread and get like you know a million follows and you know and then and then they want and then they're like then they write a book on leadership you know leadership according to plato and i'm so sick of books about leadership no offense if either of a book about leadership like i enough already yeah like like there's first off well i could go on and on about that let's let's no actually well no no no i want to ask you something about that yeah because later i'll ask you now because it's appropriate like what do you um what what what are your thoughts on content like hey why do you make content because i don't i don't think that you make content to be popular like a lot of people like i don't think that that's your mo um Um, and so I want to know why do you make content and where do you feel that content is in like the worldview right now?

7:36And also, does it actually matter for, you know, a personal brand and a business anymore or is that overstated? So kind of three questions at once, but I think it piggybacks off of what you were saying. Let's, let's dissect the words you used in order to answer that. So make content and personal brand. Okay. I want to, I want to, and this is not, I'm not, I'm, I want to, it's like an open discussion because I always think about these words. So like one time, this is like in 2012, I think. So a long time ago, I was at a conference and I said, oh, I don't like the phrase personal brand. Because if you think about a brand, like let's say one of the most powerful brands out there is Coca-Cola.

8:12Well, we know there's, you know, the feeling of Coca-Cola, like, oh, everyone's like, you know, rollerblading around. Everyone's beautiful. They're having a Coke, like spraying everywhere. It's like this gigantic orgasm. in the app and and but then there's the reality which is okay as steve jobs referred to pepsi cola it's it's sugared water it's like yeah brown sugared water and so there's there's the reality there's the reality and then there's the brand uh which is the the mythology of what coca-cola is and you know it's all kind of bullshit the gap between the reality and and the brand yeah so then I was thinking, well, what's a personal brand?

8:56Like, are, do people say personal brand because it's not really who they are? Like, Oh, wow. I'm going to be like, you know, you know, you might say like, Oh, I'm, you know, X, Y, Z, but I'm going to have a personal brand that's, you know, about leadership and, and I help CEOs transform their, you know, businesses through my leadership coaching so like so this is what i'm always trying to understand is that is a is a personal brand somehow different than like a corporate brand a corporate brand's always bullshit yeah but a personal brand is is that not bullshit in some way and and i don't know the the answer so so i've never thought of myself as having a personal brand like but you have one though but you have one yeah and i guess that's true so so i guess that's the thing like uh it's not like i go around saying oh i can't do that because it's not on brand for me like uh uh you know so i feel like when you have a brand you have to stick to the brand you know like like even in the legal world okay you know coca-cola has a logo if they do not use their like if they change their logo or or on a set of ads if they don't use their if they use a wrong logo then legally the logo's out the door because it's part of their brand and if you go off brand anyone else can use your logo now.

10:16Yeah. And so that's like the law. So is brand the same thing? Like you have to suddenly, suddenly when you have a brand, you have to stay in that lane and not leave it because they're in this off brand. Yeah. That's okay. So then I know Amit has a question, but I'll just come back to the initial question, which is the nucleus here. I think I agree with you, James. Although I'm not entirely like, as I don't know what the exact point was, but I like the direction of where you're going with it. My question for you is, why do you make content then? Like, is it in you? Like, you just say, I just freaking love doing this.

10:49Right. And that's the other phrase I wanted to hone in on. Okay, yeah. So, did Dusty Fski make content? Did, does, you know, you know, I don't know. Give me another example. Ian Fleming who wrote the James Bond movies and the novels. Did Ian Fleming make content or did he write great, you know, making art, bro? Damn. Yeah, did Vincent Van Gogh go around saying, oh, I'm going to make content today. I'm going to paint something and make content. No, like these people spent years learning a craft, right? And for years, they did very poorly at it. But some kind of a combination of ignorance and arrogance kept them going, thinking that they could potentially be good at something.

11:42they totally suck that like nobody is a good writer the first words they write nobody is a good artist the first time they paint no one's a good actor the first time they act so but you have to have like some sort of arrogance plus ignorance that you could be good at this thing you love doing it's just that no the world doesn't see how good i am yet so that fools you into keep on doing it and and you keep on doing it i think today if you're a good writer and you get a little bit of lucky. You could be, you know, some writers are very successful while they're still alive. And like J.K. Rowling is a great example.

12:16But I don't think even she went around and said, okay, I've got to make content today. What should it be? Well, I guess I'm going to write a novel about this boy who's a wizard. So like I really wanted to be a writer. And I, you know, I spent a lot of time. Like I spent years writing three, my, my mission was 3000 words a day, every single day. And I did this for years and years and years. And it was all looking back on it. Now it was all horrible. And I never realized that I never, even though like I would write, I would write a novel, for instance, and I would send it out to 40 publishers and agents and not even get a response back.

12:59Like nobody was like, Hey, this is, this is not a right fit for us, but keep going. You got something here. Nobody even gave me a nice word. And, and I did that for years and years and years. And I was thrown out of graduate school because I was writing every single day and had nothing, I was going to graduate school for computer science. So they had nothing to do with what I was studying. And, uh, and then I just took like, you know, nothing jobs. So I was, my time was free to write and I'd wake up early. I remember one time I changed my sleeping schedule a little bit. I would sleep from four to eight in the afternoon and four to eight in the morning.

13:38So I could write from like midnight to four and from like noon to four. And then there was still like a little time to hang out with friends, like in the middle there for dinner. And like I was always doing these experiments so I could write more. And then I did start writing professionally when I was writing it for a long time, for about 10 years, I was writing about stocks and finance and other things that I wasn't really that in love with at the time, but it was something, it was a way I could write. And then finally, I got, after the Great Recession, 2008, 2009, nobody really wanted me to write about finance.

14:15Finance was like dead and I was an optimist. So during the Great Recession, everybody thought capitalism was dead. So I stopped appearing on CNBC and Fox Business and Bloomberg. Nobody really wanted me for a little while. And so I was just like, screw it. I don't care. I'm just going to write whatever I can. And then suddenly, after all those years of writing every single day and then kind of getting used to meeting a deadline with the finance stuff, suddenly now I could write and people were responding to it. I wrote about myself and wrote about going broke and wrote about failing and wrote stories about, you know, things that were happening to me and just like, you know, almost random stuff.

14:57But finally I had this elusive skill that I had spent maybe two decades trying to develop. And that for me was a blessing that, ah, I finally like all the books I had read. So in addition to writing 3000 words a day, I was, I was probably reading a book a day and like, not just any books, but like really great writing. Like writers are the, you know, the best short story writers are the best writers out there. And so I would read the best short story writers. And I did that for years and years. And finally, it all seemed to click. And I noticed when I started writing more story-driven, but real-life stories, all of a sudden, my audience like 10x'd because people preferred that much more than they preferred.

15:45Well, here's the latest analysis of Apple's stock, which I was really good at that too. Like, you know, stocks would go up when I would write about them. But that wasn't interesting to me. And what was interesting to me was real writing. And then suddenly when I didn't care anymore what anybody thought, like in the finance world, I just dived into writing what I considered real writing. And real writing is writing about suffering and writing about pain. And maybe there's an optimistic thread going through that so that the hero comes out on the other side. And most people don't – like everybody became a writer when Medium, Huffington Post, LinkedIn, all these things will publish your post.

16:32But you can see that a lot of people don't have the skill. They don't tell a story or they don't really know how to be vulnerable in their writing. And that's real writing is when you put like – you stab yourself in the back as opposed to stabbing other people in the back. And then that brings your writing to life and understanding like the pacing of writing and nobody had that. So suddenly I was writing for this community of people who don't normally read like real, real good writing, but I was writing things they were interested in, in a style of a writer. And, and that's when it really, you know, shifted for me.

17:20And then I started writing every single day, those kind of posts and articles, things that people could really, you know, hang their hat on is like, oh, I want to read this guy because he went through things that I'm that I relate to. And I want to survive, you know, going broke or or being suicidal or being depressed or anxious or or I want to make a lot of money or whatever it was I was writing about that day. Like, you know, whatever story.

17:53take a quick break if you like this episode i'd really really appreciate it it means so much to me please share it with your friends and subscribe to the podcast email me at altitra gmail.com and tell me why you subscribed thanks

18:14being an entrepreneur is a 24 7 job and when you're hiring you need a partner that works as hard as you do that hiring partner is linkedin jobs when you clock out linkedin clocks in linkedin makes it easy to post your job for free share with your network get qualified candidates that you can manage all in one place for one thing there you could post a job linkedin's new feature can help you write job descriptions and then quickly get your job in front of the right people. You get qualified candidates at the end of the day. The most important thing to your business is the quality of the candidates.

18:45And with LinkedIn, of course, you can feel confident that you're getting the best. Based on LinkedIn data, 72 % of small, medium businesses say using LinkedIn helps them find high quality candidates. Find out why more than 2.5 million small businesses use LinkedIn for hiring today. Find your next great hire on LinkedIn. Post your job for free at linkedin.com slash altature. That's linkedin.com slash altature to post your job for free. Terms and conditions apply. I have so much to say. I've been dominating, so I'll go to Omid. Appreciate that, James. That was amazing. Hearing your perspective on this is blowing my mind because it's resonating with me and what I'm trying to do.

19:28I went to my first Tony event when I was 12 And it was from there when I first saw him speaking, I told myself, I was like, wow, this guy gets to learn and he gets paid to teach. That's the coolest shit. I want to do that. And then since then, I've been in a process of attempting to build a quote unquote personal brand, but just being able to share my lessons that I'm learning throughout life. And I have not been able to nail it in terms of consistency because I guess I don't have that real-time feedback to keep going. So how did you, A, just put your head down and just say, I'm going to write 3 ,000 words every single day indefinitely?

20:02Yeah, and I had nothing but bad feedback for years and years and years. Like I remember one time I wrote a whole novel. And I mean when you're writing 3 ,000 words a day, that's like a million words a year almost. so you're writing i could write i was writing tons of stuff like dozens and dozens and dozens of short stories novels like all of it bad i remember one time i wrote a novel gave it to my girlfriend to read and then she read it and she said i loved it it was great and i'm like well how did it end and she couldn't tell me how it ended felt so bad she started crying and you know it was but i was upset like how could you not know the end just finish it how could you not know the ending but i was really bad and again like this is why i i feel funny about phrases like make content and personal brand and i get where you're coming from like not that there's anything wrong with that but like what you really have to ask is who are you and why do you do the things you do and why now are you doing the things you do so like you know i was someone who those are great questions.

21:12Yeah. Like I was someone who like went broke, was depressed, had all these real, like I could never figure out what I wanted to do with my life, like many other people. Right. And so, but I would take my life to extremes in many situations and that would cause me either a lot of suffering or a lot of euphoria or whatever. And, and, you know, and so why do I do this though? Like, why, what is it that I'm looking for? Like, what insecurities do I have that drives me to try to turn$10 million into a hundred million dollars and then end up with zero dollars? Like, why would I do something so stupid like that?

21:49Like, why, what, why me? And then why now do I get the chance to write about this? Well, nobody's really, this was a period, no one was really interested in any of my finance stuff at that moment. And I realized I wasn't even interested in it at that moment. I wanted to write like, yeah. So these three questions are really important. Like it can't just be like, well, I want to be a public speaker. So I better learn about leadership and then how to market myself. And, you know, so that companies hire me to speak. Like, it's like, what have you been through? How can you transform it into art? Not content, but like art.

22:29And I say it that way, not in a pretentious way, but like everybody's producing content. okay here's what um okay ryan holiday did the stoic so let's pick another philosophical school like existentialist here's 10 things you know why leadership is like existentialism and and you build a brand blah blah blah but you know it's so though it's soulless like it could be like ryan's ryan no no i'm not saying ryan's but like the act of just like copy pasting it's soulless i think that's the difference between content and art that you're highlighting. Yeah. Like, like you could start off some, let's say you did want to write something about, I don't know, existential.

23:09You could start off saying like, you know, sometimes it doesn't, it seems all pointless. Like why should I make money? Why is it just because I want to have a lot of sex and people with a lot of money have more sex, it seems, or like, like why, you know, obviously I'm just going to die and nothing's going to happen. Or, or, you know, maybe the religious people are right, but there's no way to know. And so one day I thought like I was going to kill myself because there was no point at all. And my girlfriend just broke up with me. So, and then I, and I lost my job. So, uh, but then I picked up, I don't know, Sartre and, and one line he said made me do something really crazy that day and it changed my life.

23:52And then you start your story and it's more of like, like a, like a work of all right that they're we're following you on this journey you know odysseus's journey yeah so i i have a question but first omid for god's sake check the chat on dude i've been chatting you this whole time do you not we have a chat i can't see anything so the the this is mine and omid's dichotomy we we have a chat open while we do this so that way we could uh we know where to go next because otherwise it's impossible that's a good idea jay we should totally do that where where Where are you chatting? Are you chatting on Squadcast, Omid?

24:25Yeah, on direct chat on Squadcast. So am I. I can't see anything. You can't see any of my stuff too, can you? No, no. We have two chats. We have... Oh, there we go. Oh, you know what? You're not in this chat. It's just me talking to myself. All right. Can you see that, Omid? Yeah, you're so funny. All right, all right. I sent you like 15 chats. I sent you 15. Okay, all right. All right, James. James, sorry about that. sorry you had to see us fight um yeah you guys i do have fighting i do have one one final question on the yeah yeah so just just to wrap it all together there's this common theme around art and i mean you're you're on twitter as well so you know how it's like people are trying to grow on twitter and then with blogs a lot of it comes down to like niching down but from what you're what i'm understanding from what you're saying it's like you're just kind of sharing your life experiences.

25:17So you essentially become your own, a niche of one, whatever you're interested in becomes your niche. It's kind of like how Joe Rogan, his thing is like DMT and aliens and fighting, but it's like, he didn't say, I'm going to go pick these niches. He just went through what he's interested in. What's your take on like niching down? Yeah, it's really interesting because John Lee Dumas, who has this podcast, Entrepreneurs on Fire, something like that. he once told me you got to you got to double niche down twice so okay you're interested in doing a podcast about lawyers but now what's the now you're gonna do a podcast about divorce lawyers like then you'll get a really loyal audience of divorce lawyers and and that's success and and i get it like i think sometimes what holds me back is i don't niche down so like for instance, take, take this election.

26:11I, whenever I post something about the election, whether it's a Republican take or a democratic take, suddenly it's like this enormous surge of dopamine because everybody responds. And it's like, you know, I remember in 2020, I posted something positive about Andrew Yang and suddenly like a million Yang gang people, hashtag Yang gang, were like all loving me. And then I - by the way. He is. And he came on the podcast. He's a great guy. I saw that episode. That was great. And then another time I posted something, not negative, but like, here's how Andrew Yang could have done better in the debate.

26:50But it was a little negative. So suddenly the Yang gang hated me. And so I was getting the opposite of dopamine. And I could see the benefit of Nishi Naka. Let's say I just did a podcast at that time about Andrew Yang. You would have like the entire Yang gang listening to every episode. But so, so I think there's benefits to that from a business point of view. But like you say, people are interested in, in many things and, you know, I don't know. I don't, I don't know. I'm torn because I do like, it would be great to have a podcast as big as Joe Rogan's for instance. And, and, and, you know, as you point out, he doesn't really niche down.

27:29I think he's at a, maybe when he first started he focused on comedy or or you know MMA or something like that but I mean he's a comedian from from the beginning the guys like that they're they're comedians and but I'm always interested in different things like I for instance stand-up comedy I did stand-up comedy for six years and I had a lot of comedians on because I was really interested in it and in general I'm interested in peak performance because like for instance when I was younger I was a chess master. And then I stopped playing for 25 years. And now as an older person, I'm trying to see, can I still achieve the skill of mastery in this domain?

28:08And so really studying peak performance, like, like people like Tony Robbins or Richard Branson, or, you know, Danica Patrick or whatever. And so I get a lot of peak performers on, but there's no, there's no thread. There's no, I'm not in a niche, but I don't know what should be or not. I don't know. I have. So, okay. One, I have two questions for you. How, how long do we have you for? I'm here. I'm here forever. Oh yeah. Hashtag on. He's moving in. He's moving in. When I say I'm curious about a lot of stuff that I want you to take on, I really mean it. I'm also, my DMs are blowing up in like a chat right now.

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28:51So I'm just going to hide those alerts, But okay, so long since, you know, long time, I wanted on this thread, and this is my last question on this note, I wanted to be a speaker. What held me back in the early days was I thought that that pursuit was, for me, a little empty, not for anybody else, for me. Because I was like, oh, to be a speaker. And then I would go and I would actually try. I like spoke at like a few classrooms and stuff. I would like call my friend. What did you speak about? Oh, I spoke about, that was the issue. That was actually the issue. I was like, I just feel like I'm just spewing stuff because I said, I want to be a speaker.

29:22speaker. The thing is, I realized through doing that, I said, this is the wrong goal. The goal is to have something to say and to care enough to want to share it and craft something around that. And so I was like, oh, I guess I don't have much to say right now at this point in my life. I've seen people like Tony Robbins and stuff. I said, oh, I want to be them. I don't have anything meaningful to say. So it all feels empty coming out. And guess what? People don't like that. They can sense it. So what has been your muse over the course of your life as an artist, as far as your writing and as far as you're speaking?

29:52Has it always just been, oh, this is what's interesting to me. And so I'll share it. And like, did you just, is it, I can overthink things sometimes. And so is it overthinking it to say, is it just as simple as saying, I'm interested in this. I'm actually going to do research. Most people, frankly, they actually just don't research stuff. And so if I just research it a bit slash a little bit more than everybody else, I'll kind of be an expert and then I can speak on it. I'm almost 30 now and I actually have real things to say, which is going to sound dumb maybe in a few years when I think I have different real things to say.

30:21Yeah, it's always going to change. Yeah, but my question for you is like, what's your muse and how do you view that medium? Because I hated the feeling of doing things like from an empty place and doing it for like a false goal. So I would love to know how you conceive that because I think you're a great thinker. Yeah. And I think, look, it's like I said about writing. At first, it was really bad because I feel like I had nothing to say and I didn't have the skill. I didn't know how to say it and I didn't know what to say. And so it was just like derivative and it was just bad writing and bad writing comes across as like maybe arrogance.

30:56But like with speaking, it's really important. Like, who are you? And, you know, why do you do the things you do? And why now? Like, how did you survive till now? Why now you want to speak? You know, these are really important questions. And And then that's, again, the content, the material. But then there's the skill of speaking, which also is very difficult. Like to be a great speaker. Some people are great speakers. Like Tony Robbins is a great speaker. Some people, not as great speakers. So for instance, I love Peter Diamandis. I've never really saw him speak. But he's been on my podcast maybe like five or six times.

31:36And he's really fascinated by what's in the future. And not like 100 years in the future, but like what is futuristic happening right now? And so even that content is so interesting that even if he wasn't a great speaker, and my guess is he's not as good as Tony Robbins, but he's probably decent. And, you know, he would still be able to hold people's attention just by, oh, here's, by the way, this chip you could put in your brain so you could see things around on the other side of the world or whatever. Here's a flying car that I was in yesterday. you know so he's he's got like his content could overcome you know any again i've never seen him speak so i'm just using as an example but uh if he didn't have all the skills of speaking he can have he still has great content so there's this you know give and take there a little bit but you know for this is why i got interested in stand-up comedy is that think about it no one is a better public speaker than a really good stand-up comedian yeah because they have to basically make a bunch of drunk Swedish people laugh in the middle of the night on demand.

32:47Like, and they have to make them laugh every 15 seconds roughly. So that's really hard. Like most public speakers cannot do that. And yet comedians, they know how to move their body. They know how to make voices. They know how to like, you know, raise their eyebrows or move around the stage. And, and they're, they're good at telling, you know, they know how to write jokes and write good material. So like when I have to give a talk, I always watch, sometimes for days beforehand, I'll watch standup comedy just to kind of get that in my brain. Like I program my brain. It's like a short-term shot, you know?

33:23And then I did it for many years. So I got that doubly so. It's like doing standup comedy probably was, what do they say? It's like a cheat code. Like it's like it 10X my standup, I mean my public speaking ability like I was doing public speaking for a long time but now it's like no a no-brainer so so I would definitely recommend like studying comedy to be a public speaker but in terms of like what you want to speak about again like what do you want to speak about you can even speak oh everything I've learned from from you know 100 episodes of my podcast and then and then in terms of like what the muse is this is where where you find the muse.

34:04Like what really is like, like what, what, what do you read that fascinates you? So like, I remember one time I read a book about day traders. This is like in 1990 or 2000. I read a book about day traders. And then suddenly I was like fascinated. Like, I want to be like that. And then I became obsessed. Like all I wanted to do was read about finance and day trading. And then I became a day trader. And then I started a hedge fund, like because it was just like i was obsessed and the same thing with with with writing like i was just obsessed or stand-up i was obsessed chess right now i'm obsessed so like what you know that's the thing you want to and so okay no one wants to hear me give a talk about chess so okay i'll i'll broaden it out a little bit mastery and peak performance how do you get good at something um you know or or you know i'm not going to give a talk about writing but maybe i'll give a talk about communicating or maybe I'm not going to give a talk about finance, but I'll give a talk about maybe the psychology of being an investor and the psychology of money.

35:08And, you know, cause that's something I'm more interested in now. And, you know, so you just have to figure out like what part of the bookstore could you go to where you'll just read every book in that section of the bookstore. Follow your curiosity and just people that are interesting are people that are interested and just being interested in sharing that I think is amazing from what you're saying.

35:43you also said something that that segues into are something i really and nick and i are really curious on you've mentioned talking around mastery i feel like something that you have done very well in your life is you're fucking good at so many things that you would do like you're like i want to go do this and you become a master at that and you become a master at this. And there's this notion of the one thing, like pick one thing and commit your life to that and only do that. But I feel like you're contrarian in a way where you don't do that and you follow your curiosities, just as you mentioned, and you do so well in all of it.

36:13How do you do so well in the things that you want to do? And this is again, this is one of these things, there's really no answer because I often regret like not just doing one thing. Oh, wow. Like for instance, what I stopped playing chess for 25 years. What if I had kept playing it or I stopped? I, because I didn't really enjoy running a hedge fund, I stopped doing that in order to write. And what if I had kept, what if I had moved when all my tech friends moved from New York city to Silicon Valley? What if I moved with them. They were all became investors in Uber and are billionaires. So, so like, I just didn't really, on the one side, I got good at a lot of different things.

36:59Like I did comedy for six years, but to get really good at it, you have to do it for 20 years. And so I never really got in the top, you know, of the world at something. Maybe the closest, I'd probably put the most hours into It's just sheer writing. But then again, you look at like the tennis world. Okay, the top 10 make a great living. Okay, maybe the top 20. But if you're at number 150, now let's say 100 million people around the world play tennis. If you're even number 150 out of 150 million, you're broke and you're depressed, right? Because it's like, why can't you be in the top 10? and and i see this in the chess world like number one in the world is great like who is that but what's his magnus carlson yeah magnus carlson okay amazing amazing player the best player in history uh very you know and he makes a great living is the best chess like a billion people play chess and he plays and he's number one of those billion that's so nuts and i've spoken to various people who have been number two in the world and they're just not that happy about it because they can't be number one.

38:16He's like so far ahead of everybody. Now he's getting a little older. We'll see if he keeps the throne, but no matter what, he's the number one in all history. So sometimes I think, okay, and this is where the niching down comes in. Sometimes you could be the best at an intersection of things. So maybe I might be the best at the intersection of, I don't know, finance and writing. Okay. So now I can, I don't have to be the best finance guy, but I'm the best at the intersection of finance and writing. I might be in the top 1 % of that intersection. And which is Like being in the top 1 % of something is different than being in the top 10 in the world of something.

39:03Maybe, again, 100 million people might be finance professionals who write, and then I have to be in the top million to be in the top 1 % of that. I'm probably closer to top 0.001 % of that intersection. But other things, like I'm not necessarily a great comedian. I did it for six years, but that doesn't put me in the category of like the best. but I'm also a public speaker in the business world. So at the intersection of comedy and business, I'm definitely among the best. Oh, you're crushing that for sure. There's not a lot of people in business that are funny. Yeah. So, you know, you could find your intersections too.

39:40This is sort of another way of saying niching down, I guess, but you find like that intersection of things where you're among the best in the world and uniquely you're among the best in the world. Cause maybe that intersection is not so big, but it could be an area that a lot of people are interested in. So, so again, that's sort of the, the, the niching down, but, you know, I think figure out all the different intersections where you live and that's what you, that's what you're the best at and you feel good doing it and you become an expert. Okay. I'm going to ask you dead on one thing. Is it a myth?

40:14Agree or disagree? Like choose one thing and pursue for your life? Because I think that the question that really stands, James is, what's the objective? What are you doing this for? What's the outcome? What's the result that you want? If the result is mastery, sure. I think you have a point in saying, Hey, maybe sticking with one thing is probably the right thing. If it's generally fulfillment in life, I don't know if one thing is the answer to that. I don't know. Maybe for some people it is. If it's money, maybe, but what's your take? Like, is one thing a myth? Because while you say choosing one thing might've benefited you, you might've been a chess grandmaster, maybe number one in the world or whatever, you're also really successful.

40:47Like you haven't done bad for sure. Yeah. And, and because I haven't done just one thing and I have this intersection of lots of things that I've, I've, you know, again, I've, it's contributed to my success, let's say financial success, because people don't want to do business with a guy with yet another hedge fund manager, or yet another guy who, you know, has just been starting businesses. Oh, he's a chess master or he did stand-up comedy or, you know, he did all these other – he wrote all these books. Like so if you kind of make the one thing kind of the intersection of all the things you're fascinated by, that also is another way of doing the one thing.

41:33But you're just sort of – you're defining the intersection as that's your one thing. and so yes I'm glad ultimately I didn't spend my whole life playing chess because most of those people who did are very unhappy people like they they're 50 years old they're too old now to really play at the highest level and they got to figure it out like what they're going to do and same thing with you know sports you see a lot of if a sport doesn't make you a millionaire like some guy who's ranked 200th in the world in tennis he's just going to be the pro at a tennis club ultimately you know, when he's older and that's, that's what he's got to do.

42:10And, uh, you know, so you have, I think doing just one thing in academia, it sometimes works like, Oh, I'm going to just do mathematics and for my whole life. And then you get to be a tenured professor and you get to mentor a lot of students and they thank you in their PhD VCs. And you get known as a, someone who really created a lot of other great mathematicians, um, cause you passed on your skill. But, uh, I think, I think it's very rare to just do one thing and most people aren't interested in the same thing for yeah 50 years yeah it's like I don't think I was I mean I was interested in writing then I was interested in computer like programming computers like I was a computer programmer for a really long time I was interested in investing and day trading and running a hedge fund and venture capital I was interested in comedy and uh chess and again writing and so you know I don't know what I would if I had to do one thing, I think I would have been miserable.

43:07In fact, you couldn't keep me for doing one thing. Like I was in graduate school for computer science, like, and I was at one of the top schools in the world for it. And I just lost interest. I only wanted to write. And eventually they had to throw me out. And the Dean who wrote the letter throwing me out, like two years after I was thrown out, I ran into him in a cafe and I was studying, and this is in my 20s, I was studying a chess book. And he said, hey, I'm interested in learning chess. Can I have lessons from you? And I still, the dean who threw me out of grad school, I still get, I just saw him this past weekend.

43:43You know, I'm reading a book right now called Range, Why Generalists Thrive in a Specialized World. Oh yeah, David Epstein. Yeah. Have you read it? Yeah, it's very good. And he talks about that. So he was a geologist who also was interested in sports. So if you take the intersection of that, he is the only writer at Sports Illustrated who kind of has a scientific take on his writing. Wow, yeah. Like he won in that intersection. He's the leader in that intersection. That's amazing that you've read it. Yeah, everything you're saying right now is triggering what I'm learning from that book. I was literally reading it right before our call.

44:23And then I want to pass it off to Nick because I know he has a burning question. Okay. So I'm going to bolster us into the third and kind of like final sect here. I wanted to talk with you about money. And so I remember listening to it. I tried to find it earlier because I was writing a post about you saying, hey, we're going to talk to James today. And I had a really hard time finding it. During COVID or maybe after you wrote, you made a podcast that I never forgot. And I've cited it again and again. And you were like, there's three skills to money. There is the skill of saving money. There's a skill of earning money.

44:54then there's a skill or growing money. Just because you have one skill does not mean that you have any of the other three. You have to work on them independently. Right. Making it, keeping it, growing it. Yeah, yeah. That's exactly it. And so, okay. I have one question, which is right now, because you have been, for people who don't know James, he's a serial entrepreneur. You've exited many companies. Also, you've been public about this. A lot of the companies you started didn't work, but that led you to what really worked. And you're still an entrepreneur to this day. It's in your blood. It's kind of woven into you.

45:21How are you, what do you have going on right now? Because I couldn't really find anything right now business-wise. Are you doing a business or is it mainly the brand that you do kind of ad deals with? Is that what you're doing right now on a money stand? I'm curious to know how you treat this right now, where you're at at this stage in your life. And then I have some deeper questions about how do you save it? And then how do you earn it? How do you grow it? Type of thing. Yeah. So these are all really great questions. Are you okay with me asking that, by the way? You don't have to answer. Oh, yeah.

45:49I have no problem with anything. Making it was what I was always good at. And keeping it and growing it were sometimes problems for me. Because I would take really elaborate risks and try to make more, not realizing that the risk was too great. And so I would not be able to keep it. It's a big danger with money to think that you're smart about money. Nobody is smart about money. It's very, very difficult. And so you have to like really like respect the money. Like think about for every dollar, like how many hours of not just work, but building up the skills it took to earn that dollar. Like you have to really respect it and not risk it inappropriately.

46:35But in order to make more money, you have to risk, take some risks. You have to really have a big understanding of what are the risks involved. involved. So, um, the, you know, so right now, and, and by the way, whenever I started a business where about a topic, I didn't know anything about it always failed. But when I started businesses about topics that I knew a lot about, they succeeded. Oh, wow. And, and so this guides my investing. So for instance, I'll give an example. One time I was, uh, a friend of mine had a business and he was raising some money and, uh, you know, and I, I liked the industry, but I didn't know whether he would succeed or fail.

47:13Who knows? But he said, and Peter Thiel is also investing in this round. And he also mentioned Mark Pincus, who's another big investor. But he said, Peter Thiel, and I'm like, okay, I'm in. Because I know Peter Thiel is smarter than me at investing. And Peter Thiel's had a lot more success than me. He was the first investor in Facebook, for instance. And he's co-founder of Palantir and ran a very successful hedge fund. So when I heard Peter Thiel was going in. I said, I'm in. So my whole style of investing is to know that I am not the smartest person. So I need smarter people than me to be in an investment in order for me to go in.

47:51And I diversify not by sector, but by the people I follow into deals. So if somebody's in, if, Like, you know, another deal I'm in is also a tech deal. Like it's a chip company. And the number two guy from Applied Materials, which is a big chip company, he quit Applied Materials and joined this company. So I'm like, okay, this guy's smarter than me. And he gave up his whole career where he was like the number two guy making tens of millions of dollars a year to join this startup. So, okay, he's banking the finale of his career on this startup. So, okay, I'm in. I don't really have to do due diligence behind that.

48:32Like, oh, I don't know. There's lots of other examples. But so in terms of like what I do now, I mean, yes, I write and I have a podcast and they're doing very well. But that doesn't really – writing, by the way, unless you're like JK Rowling doesn't really make money. You have to have other reasons to write if you're going to do it professionally. Yeah. Or you have to kind of get a reputation. So people invite you to do things and be a part of things and so on. So I do several things. One is I always invest. I always invest in private deals. The most money I've ever made is by investing in other entrepreneurs.

49:11Well, using this approach of I'm not very smart. So keep the investment small and invest with someone smarter than me. And that is a strategy that works over time. Sometimes it takes a long time, but that works. And like seeds you plant 10 years ago will suddenly bloom and you'll make millions of dollars that you just be like a surprise. And and then also I did start a financial because I was very good at I mean, I spent many years running a hedge fund and also writing about stocks. I started a – and I've written books about investing and so on. I started a financial research service like in 2015 called Choose Yourself Media.

49:52I sold it around 2017, but I'm still like the face of it and I still come up with the ideas. And I have a lot of really great analysts who also write for this service, like really great people. And so that turned into – I'm no longer the owner of it, but I have a profit share. That turned into – I mean it will do well over$100 million in revenues this year. Wait, what does that do? Wait, hold on, hold on. What does – I thought when I read Choose Yourself Media, I thought that that was – because I was researching. I thought that was like just the media umbrella that you just kind of did all like the podcast and the newsletter and your writing underneath.

50:33I didn't realize it was financial servicing. um well it could mean different things like depending on when when i was describing something as choose yourself media but and now it's not called choose yourself media now it's part of a bigger entity um but but but like my particular franchise is still my franchise because they have to profit share me on my stuff yeah and and again i still help with the stock picks and but again there's very very many really talented good people working there and um what do they do like what do So for instance, we have a product – like I'm a big fan of crypto. So we have a product that analyzes smaller cryptos, which ones are going to succeed, which ones are going to fail, which ones are just shit coins and which ones are like here to stay because they're actually being used and they have a function that society needs.

51:20And then we – people subscribe to see what our recommendations are so they could maybe invest in them. And we've had very good picks. For instance, we have crypto. We have microcaps. We have AI. we have an options trading service and so people subscribe and and you know and and they're doing very well or else they wouldn't keep subscribing and you know the business is is you know again surviving and hiring more people and soon you're like i know omid he sent this and so i'll give him the credit he said humble like neil patel because we had on neil patel i don't know if you know neil yeah and he was so humble in the sense where he was like he was like he would be really open about like money and stuff, which I really appreciate because I never asked to pry because I'm not interested in probing.

52:03No one really has like a good like foundation for, okay, what's a good amount of money? What's enough? And so I like to ask for me because I'm like, you know, the endless pursuit of earning is kind of useless. But yeah, I wanted to, oh no, it sounds like you're mincing thoughts there. I don't want to, go ahead, go ahead. No, no, but that's interesting. Like I would, like I never set out to make a billion dollars. Like if I really was interested in making a billion, I wouldn't have spent five or six years doing nothing but writing the articles that became Choose Yourself, for instance, the book Choose Yourself.

52:39Or I wouldn't do – I certainly wouldn't do a podcast if I was hungry to make a billion dollars because as you guys know, a podcast is not making a billion dollars. you know uh and and uh or i wouldn't have tried stand-up comedy like when i when i was doing stand-up comedy it was like you know i was performing every night i was performing six nights a week sometimes two times a night when i was traveling around and i wasn't you don't make any money i even bought a comedy club just so and unfairly to guarantee that i'm going to get on stage whenever i want it's a flex because it's hard in new york city it's hard to get on stage There's only so many – there's 5 ,000 comedians in New York City and there's only so many stages.

53:18So I had to buy my comedy club to make sure I get on stage. You still own it? No, no. During the pandemic, I left New York City and sold my part of the comedy club. Are you back in New York now? No, no. Although I visit there a lot. My kids are there. Where do you live now? I'm in Atlanta, Georgia. Oh, nice. Oh, let's go. Hence my southern accent. Yeah, yeah, yeah. I can tell, man. And so you and Jay are in the same area of the world. Yeah, yeah. And so basically, I passively try to make a lot of money by doing this investing. Like, oh, here's a good deal. I'll invest. And hopefully, five years from now, I get a return on it.

54:02And so I sort of think – I always go back and forth on what's the right number and what would I be satisfied with. And the number changes because you get married, you have kids, you get a house, all this sort of thing. I think the right number is probably – and initially, when I sold my first business, I made$15 million. And that was – at that time in the year 1998, that was definitely higher than my number. And then I lost all of it. Like I went down to$143 in my bank account. Whoa. And then I made it again and lost it again. And then I made it again. And now I'm trying to keep it and grow it.

54:49And it's difficult. It's a difficult thing. But I think the number is probably – the quote unquote number is between 20 and 30 million. Oh my god. That's what Felix Dennis says in How to Get Rich, the founder of Maxim Magazine in his book. Yeah. Yeah. Is that 20, 30 million like in the bank cash or like what is that? Or is that – Yeah, kind of in the bank cash. Or, you know, stocks and liquid investments. And the reason I say 20 million is because what can you really rely on as a decent return on your money? The index? The index probably? Well, no, because are you really going to put all your money in the stock market index?

55:30Like that would be kind of a crazy thing to do because sometimes the stock market goes down 50%. So let's say you have 20 million. Are you going to put it all in the stock market index? And then when it goes down 50%, it's not like you'll say, oh, it always goes back. When the market goes down 50%, people are – there's blood in the streets. Like people are jumping off buildings. So you're not – you're going to be scared. So that's really – like if you have$20 million, why would you put yourself in a situation where you're going to be terrified? So in order to diversify properly and let's say you're not a professional investor.

56:01So you're not really doing private deals and all this kind of stuff. You're probably only going to make like 2 % or 3%. And, you know, so 20 million gets you, you know, like 400 ,000 a year, 500 ,000 a year, maybe. And let's say that's after taxes. So, okay, that's a decent amount for if you have the big house, if you're taking big vacations, and you're flying first class everywhere or occasionally flying private, and you're able to splurge on all of your interests. So, for instance, I was able, you know, I'm interested in comedy. I'm going to buy part of a comedy club. Okay, so that's a horrible investment, but sometimes you splurge.

56:42And it turns out I got lucky. I made back everything. I didn't make any money on it, but I didn't lose any money either, which is very rare for a comedy club. And but I think 20 is about the right number. Can you survive and live the rest of your life on 10? Of course. Can you survive and live the rest of your life on five? Of course. but 20 is where you never have to think about it. Yeah, I love that. No, no, 100 is, okay, I really want my own private jet. I really want a million-dollar car, blah, blah, blah. Dude, it's a different game.

57:33I met this billionaire once and he's one of the best people I know value-wise. And he's in private equity. That's what he does. He's a PE guy. And so he takes companies public. But it's all for really important things. My accountant's calling me. Ignore. But that being said, James, I have a burning question. Omid and I are going back and forth. He's like, can I go? I was like, oh, dude, I have one. And then you could go. So, okay, this is all final. Well, I'm still trying to make my first million. That's kind of like the path that I'm on. And so, okay, earning money 101. How would you advise me and Omid to make our first million?

58:14And I have a company and if you want context, I can give you context. But I think maybe even more like general stuff would be the idea that we're looking for. So, anybody listening could get your take on that. Maybe it's even a bad goal to make a million dollars. If you feel like I'm curious to know what you think. Yeah. I mean, I've kind of always stumbled into the businesses that I've started. That's a great stumble. Like think about every business. Every business in the world has three components. There's something that there's an excess supply of on one side. There's people who want the excess supply.

58:56And then there's the platform in the middle that mediates between the people who want the supply and people who have the supply. So Uber, there's an excess supply of empty car seats. There's a bunch of people who on occasion need to be sitting in an empty car seat. And Uber, the business, is the platform that mediates between the two things. Airbnb is like that. Oh, I'm going away. My home can be Airbnb'd. I have an empty house. Oh, it turns out there's a bunch of people who want an empty house, but I'm not going to call them. I'll just list it on Airbnb. And they handle the transactions. They handle the discovery, like someone can discover my house on Airbnb.

59:35And they handle the payments and customer satisfaction and all that stuff. So even – and every business can be thought of that way though. Like even a financial research service like I have, I had an excess amount of knowledge and people with knowledge about stocks and investing. and then there's a lot of people who want to make money who have demand for that and then a financial research service is a platform in the middle and so think about a business in terms of that like is there what can you control that there's an excess supply of and or what do you have like it could even be knowledge and information what what knowledge do you have that you know you have an excess supply or you think people want an excess supply of and test out that need.

1:00:20And then the people on the other side who want that supply. Or another way is also really being obsessed about money. So for instance, I actually really do like the process of thinking about structures that make money. So for instance, right now, baby boomers are old. So they're retiring. So a lot of baby boomers own mom and pop kind of businesses. Do you know 80 % of businesses out there just get shut down? They don't get sold. They don't go public. If you run a laundromat and you're 80 years old now and your kids are not interested in running the laundromat, you're just going to shut it down.

1:01:02So one business model, if somebody just wants to make a million dollars, here's what I always suggest. Find a boring business that you could buy for free. And so what I mean by that? I can go to the laundromat where the guy was just going to shut. 80 % of laundromats just get shut down. I'm using laundromats as an example, but there's also car washes, plant stores, medical practices. It's just a boring business like a welding company, whatever. So you go to the laundromat and you say, hey, I'd like to buy your laundromat and say, look. they'll say, okay, well, we want half a million dollars. And then you say, well, okay, how about I give you 20 ,000, but I'll pay you$700 ,000, but I'll just pay you over four years.

1:01:56Cause you know, you've already researched like the income and how much they make. And then you have ideas about how you could grow it to make a little more money. They're 80 years old. They're not growing their business anymore. They're younger and you could grow the business. And then you buy two laundromats, three laundromats because what happens is you buy a bunch of laundromats and you get synergies between them like, oh, suddenly washing machines are cheaper because you're buying them in bulk and detergents cheaper because you're buying it in bulk. And then also the market likes size. So the original laundromat you buy for, let's say they earned 200 ,000 a year, maybe you would pay 400 ,000, two times earnings.

1:02:35But as something gets bigger, let's say now you buy five of those laundromats, so now you're making a million, you could sell it not for two times earnings, but five times earnings. Because as something gets bigger, the earnings multiple goes up. So just buying a budget company, even if you don't improve them at all, you naturally will make, so let's say you just bought five of those laundromats that were making$200 ,000 a year. So now you're making a million a year and you bought them all for two times earnings. So you're earning a million a year, but you spent 2 million. But now because of the size is bigger, now people are willing to pay people who are bigger than you or more aggressive about wanting to buy big laundromat companies, they'll pay five times earnings.

1:03:18So you just bought everything for 2 million, but now you can immediately sell it for 5 million. That happens all day long, all around the country. And people are making millions every day doing this. Wow. And ladies and gentlemen, bookmark this piece of the podcast. Wow. So that's like if I was just raw, I'm going to make a million dollars. I don't care about being Gary Vaynerchuk or anything like that. I'm just going to make money. That's what I would do. Hell yeah. Hell yeah. And then also I've seen the newsletter business is a great business. Oh, I looked into that one. Yeah. I wrote a newsletter about stocks and it has zero – to put out a newsletter has zero cost and people will pay money for newsletters.

1:04:02There's a saying in the newsletter industry, and it's the information product industry, get paid, get laid, lose weight. So if you have knowledge about getting paid, which is finance and investing, or getting laid, which is that whole dating industry, or losing weight, you could probably make money selling a newsletter. So a friend of mine – and you have to have knowledge about copywriting, which is the direct marketing techniques. And so a friend of mine, this was 10 years ago, he started a newsletter. It was called The Jesus Diet. And basically like what would Jesus eat? And that's all he did.

1:04:37And he would quote the Bible and he would have like diet tips every month. And there was a whole course and everything. And he made like half a million dollars on it in like a month. And then moved to Medellin in Colombia and lives there still. Wow. That's fucking awesome. So, man. Wow. Wow. It's so – man, I love talking to you. You're one of my favorite authors and also thinkers. Thank you. So one of the things that I want to kind of touch back on here. So I've been running into this lesson a lot, which is like just acquire a company that's already working. And for me, I've thought about potentially – Nick and I have talked about this as well.

1:05:12I've thought about like buying maybe a laundromat or something physical. I have a friend of mine out of Oregon and he just bought like two car washes and he just plays like Monopoly and just buys all this shit. Oh my God. Car washes are the best business because it's just particularly like in a city where there's cabs, it's just all day long. They're going, you know, the cabs or the Uber cars are just going through the car wash and you're just, you just make a lot of money on every car. Like there's no, the cost is water. Like that's your cost. What's your take on owning something physically versus like, like the sexy digital product businesses?

1:05:45Like for example, info products, selling courses or service product or something. Just because I'm trying to think of like lifestyle, for example. So when I talk to my friend, he's very, he's very successful worth multiple millions of dollars, but he's so tied to his businesses and his location that he's like, sometimes he'll have to go to the car wash and fix some shit. And he's there for like multiple hours a day versus, you know, he doesn't have the flexibility to just be like, I'm going to go to Medellin, for example. So what's your take on like acquiring maybe a digital business or like e-commerce versus boring old businesses?

1:06:12it depends like you just have to do a lot of research like so so i'm trying to find um there's two sites is it like flip flip.com i think yeah the sites yeah micro acquire the next one microcar is sass specifically oh is it like yeah like here's here's one um i'm on flipper right now yeah now these are like a lot of sass businesses but um let me see if there's a good and there's also empirebuilders.com. I actually sold my, I had a book publishing business on Amazon and I sold that for a hundred K on empire flippers two years ago. Yeah. Empire, it's called empire flippers. Yeah. And so that's where you can, sometimes they don't always have the best deals, but, uh, that's where you can find like kind of e-commerce businesses.

1:07:00And you can look at all their financials like, Oh, this one has a monthly net profit of$21 ,000. That means it makes$252 ,000 a year. And the price is$1.2 million almost. This is the first listing I'm seeing on Empire Flippers right now. And that's – okay, so that's kind of five and a half times earnings. That's a little too expensive. So you kind of shop around for a good deal. Then you do due diligence and make sure it's all real and that the earnings are going to continue even if the founder is not there. So that's a good way to buy like a digital business. Would you recommend digital or physical?

1:07:37Well, I think both could be good. You just have to make sure the earnings are very real and it's only valuable depending on what you pay for it. So if something makes a consistent$20 ,000 a year and you have some ideas to grow but you don't know for sure if you could grow it, then you want to pay a low multiple earnings. You want to pay two or three times earnings. And then there are people though who again like they have funds set up that all they do is buy these businesses off of Empire Flippers all day long and then they combine them together and then they sell a big e-commerce company that makes$100 million a year.

1:08:15They sell it for again 10 times earnings instead of two times earnings. Wow. So the only thing is it's harder to do due diligence on something that's just an information product or an e-commerce business. But if you look at all the financials and you make sure the financials are audited. But the problem with the physical business is what if there's another pandemic? Like a lot of physical businesses got hurt. Like car washes, you had to get bailed out. Like fortunately there was a bailout or your friend's car washes all were going to go out of business. So, but I don't think there's going to be another shutdown like that.

1:08:51I think the good thing is the more boring the business, the lower, the cheaper it is you can buy it. And the more likely it is you can get seller financing. So if you had to say simply like in a list, what's your criteria for an acquisition? Like if you could simply put it and keep in mind that Omid and I are rookies, we're beginners. Yeah. I would say the earnings have, so there's, let's say, let's divide it into two categories. One is a business you could buy. and the other is a business you could start. Okay. Perfect. Oh, I love that. So like let's say, oh, I'm going to start a Twitter for left-handed people because there's 50 million left-handed people in the US, so there must be a big market.

1:09:32So the problem with a startup and the reason why there's a saying 90 % of startups fail is because you don't actually know if there's going to be demand until after you start the business. Yeah. Like all your friends could say to you, oh, my God, God, I'm left-handed. I would totally use that site if you made it. And then you go out and you raise money. Like, oh, everybody says they would use this site. And so all the VCs give you a check and you start this business. And then it turns out nobody, you send out a mass email to all the left-handed people. Nobody uses your site. The best example of this is Quibi.

1:10:02Do you remember Quibi, the vertical streaming platform? They tried to be Netflix. Yeah, yeah. All of this stuff on vertical. I think they raised 100 million or something insane. Jeffrey Kassenberg. Yeah, and it looked like it was going to, and they had Christopher Nolan and like, Like, you know, limited series, like real A-list actors and no one sweeps you because we don't want to watch two hours on vertical. It's annoying. So, for instance, if you – I like to think of it as inheriting demand. So, for instance, I used to write for the Wall Street Journal. I used to write for Yahoo Finance. I know there's demand out there for people who want good information about stocks.

1:10:38And I know some people charge for it and some people don't. So I knew there was already demand and I already had a big audience from social media. So I was able to inherit the demand of an industry I knew there was a lot of demand in. And I felt I was unique because I had sort of a unique social media group as opposed to many people in investing. So I was able to start that company. Or when I made websites for a living and my first company was making websites for like American Express and Warner Brothers and all the record labels I made websites for. Yeah, yeah. And I knew there was a demand because people would literally – I wouldn't hire people unless somebody hired me.

1:11:22So with AmericanExpress.com, it was just me doing the site and finally it was just too busy and so I hired somebody. and with a service business, so there's service businesses and product business. With a service business, like, oh, I'm going to make a website for somebody. You don't have to hire people until there's demand. So that's one way to test demand. Now, what I could have done, which I didn't do because I didn't know anything about business, is that I could have converted it into a product company. I could have said, oh, I'm making the software that's making the websites, but I didn't really understand that product businesses are valued for like a thousand times earnings versus service companies are valued for like six times earnings.

1:12:04So that's a big difference. Um, so I had to be like profitable as opposed to product companies don't always have to be profitable. And, uh, uh, you know, cause they, cause everyone is betting on the scaling with product companies, but, but that was, you know, that I, a service business, you know, there's demand because someone, you don't hire anybody until someone hires you. So, uh, and if nobody hires you, you just do something else for a living. So, you know, so that's how you find out demand. And there's, there's, there's also, I don't know if you've done this, James, I I've, you know, launched products before where you just run Facebook ads to a landing page.

1:12:40And then, you know, at checkout, you just refund everybody their money or you just block the payment. And like, you know, you have criteria going into it and you know, you spend maybe a thousand,$2 ,000 on some ads and some creative and you're just like, whatever. Like, uh, yeah. Like, Oh, take my course on, on, you know, picking up women or men or whatever. And, and, and, but then you also have another one here, take my course on math or here's another one. Take my course on, uh, you know, poker, how to, how to play the best poker. And then you see where people click and, and like, like you said, you shut down, that's a good way to test a man.

1:13:14And then you shut down the other services is that there is no demand for. I did that with the title of Choose Yourself. I had like five different titles I was choosing between and I put Facebook ads up for each title and Choose Yourself got like 80%. What were some of the contenders out of curiosity? The Choose Yourself era, E-R-A. Yeah. But that was my initial title, but I felt like I kept saying error and I didn't, And then Tucker Max, a friend of mine, said, test out Pick Yourself. Ryan Holiday suggested some title. There was a couple other people suggested a title. And I tested all of them and choose yourself, work the best.

1:13:52Okay. So I just got a note from Omid. This is the beauty of hustling. He has to jump because he has a call to get to. Okay. Which sucks because I know he doesn't want to go. But... Thank you guys for having me on the podcast. I'm happy to come on anytime. time man this was awesome well uh james this was an absolute pleasure where can people find you uh they can find me on your podcast hell yeah i love your most popular episode ever people should just listen to this podcast episode they should share it with all their friends damn and don't go to any of my stuff just share this particular episode that's not gonna happen i'm gonna link to everything james below but james i i meant to what i said at the beginning dude you're literally one of my favorite people.

1:14:35I always tell Jam, like, dude, James is the, you know, best known act that like not enough people know about because I just get so much value from everything. Chopping it up with you today was frigging awesome, man. So I hope you had fun and thank you for this. Yeah. Thank you guys. Thanks for inviting me on and for thanking me for this and, and, uh, look forward to the next time.

1:15:04You

From the publisher
A Note from James:

You know what drives me crazy? When people say, "I have to build a personal brand." Usually, when something has a brand, like Coca-Cola, you think of a tasty, satisfying drink on a hot day. But really, a brand is a lie—it's the difference between perception and reality. Coca-Cola is just a sugary brown drink that's unhealthy for you. So what does it mean to have a personal brand?

I discussed this with Nick Singh, and we also talked about retirement—what’s your number? How much do you need to retire? And how do you build to that number? Plus, we covered how to achieve success in today's world and so much more. This is one of the best interviews I've ever done. Nick’s podcast is My First Exit, and I wanted to share this conversation with you.

Episode Description:

In this episode, James shares a special feed drop from My First Exit with Nick Singh and Omid Kazravan. Together, they explore the myths of personal branding, the real meaning of success, and the crucial question: “What's your number?” for retirement. Nick, Omid, and James unpack what it takes to thrive creatively and financially in today's landscape. They discuss the value of following curiosity, how to niche effectively without losing authenticity, and why intersecting skills might be more powerful than single mastery.

What You’ll Learn:
  • Why the idea of a "personal brand" can be misleading—and what truly matters instead.
  • How to define your "number" for retirement and why it changes over time.
  • The difference between making money, keeping money, and growing money.
  • Why intersecting skills can create unique value and career opportunities.
  • The role of curiosity and experimentation in building a fulfilling career.
Timestamped Chapters:
  • 01:30 Dating Advice Revisited
  • 02:01 Introducing the Co-Host
  • 02:39 Tony Robbins and Interviewing Techniques
  • 03:42 Event Attendance and Personal Preferences
  • 04:14 Music Festivals and Personal Reflections
  • 06:39 The Concept of Personal Brand
  • 11:46 The Journey of Writing and Content Creation
  • 15:19 The Importance of Real Writing
  • 17:57 Challenges and Persistence in Writing
  • 18:51 The Role of Personal Experience in Content
  • 27:42 The Muse and Mastery
  • 36:47 Finding Your Unique Intersection
  • 37:51 The Myth of Choosing One Thing
  • 42:07 The Three Skills to Money
  • 44:26 Investing Wisely and Diversifying
  • 51:28 Acquiring and Growing Businesses
  • 56:05 Testing Demand and Starting Businesses
  • 01:11:32 Final Thoughts and Farewell
Additional Resources:

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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