How You Get Rich Isn't How You Stay Rich: 300 Years of Proof | Joseph Moore

27 Aug 2026 · 1 h 3 min · 25 chapters

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In short

How Americans historically got rich—and why “debt makes you rich” is a myth. Joseph Moore argues wealth comes from spotting opportunity, using leverage only as a temporary tool, and then de-levering. He also critiques modern investing narratives: real estate as “short on the dollar,” Wall Street fees, and the shift of markets from price discovery to retirement promises.

Guests

Joseph Moore, author of How to Get Rich in American History. Backgrounds mentioned: he wrote the book and discusses financial independence/retire-early (FIRE) and market history; the host (James Altucher) says Moore has “zero patience” for common personal-finance mistakes.

Key claims

  1. Debt can amplify outcomes but doesn’t create wealth; opportunity does.
  2. Many “get rich” stories are scams or extreme leverage that later destroys people.
  3. Real estate builds modest fortunes but not the biggest ones; it mainly bets on inflation.
  4. Most investors can’t justify active trading; fees and effort erase small edges.
  5. Hedge funds often “shadow index” and earn mainly via asset-based fees.

Notable examples

  • George Washington: wealthy via marriage to Martha Washington (rich widow), not personal wealth-building.
  • Benjamin Franklin: went deep into debt; threatened by repossession; proposed marriage contingent on dowry/mortgaging a house.
  • Stephen Girard: rose from working-class origins; one leveraged ship gamble succeeded; later reduced leverage.
  • FIRE: Moore says “enough” is situational; he retired early with about $2M, but Manhattan needs more than Atlanta.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Transition to Historical Insights

0:55 to 1:26

Discussion about the historical context of wealth and opportunity in America.

Debt and Opportunity in 1790s America

1:26 to 1:45

Exploration of how debt shaped wealth during the 1790s and its societal implications.

“And debt allows you to reach in and grab as much as you can personally handle while the opportunity is there.”

Historical Figures and Their Wealth

1:45 to 2:35

Detailing how figures like George Washington and Benjamin Franklin navigated wealth and debt.

“Debtor's prison is for the whole family.”

The Evolution of Wealth Strategies

2:35 to 3:37

Discussion on how strategies for acquiring wealth have evolved over time in America.

“By the way, back then, if you were in debt, you could go to debtor's prison, like actual prison.”

Joseph Moore's Insights on Wealth

3:37 to 4:41

Joseph Moore shares insights from his book on the history of wealth in America.

“But we also talk about things like the FIRE movement, which is financial independence, retire early, and how that's worked out for people.”

The FIRE Movement and Modern Wealth

4:41 to 5:55

Exploration of the FIRE movement and its relevance in today's wealth-building strategies.

“but like have in their like mid to late 20s are like, I gotta get my shit together, man.”

Leveraging Debt for Success

5:55 to 8:01

Insights on how leverage and debt can be used strategically in business.

“Like, he probably lived large doing all these other things.”

The Risks of Debt in Wealth Building

8:01 to 9:13

Discussion on the risks associated with leveraging debt for wealth and the potential pitfalls.

“The borrowed money was from his partner's dad.”

Real Estate and Wealth Generation

9:13 to 10:53

Analysis of real estate as a means of wealth generation and its limitations.

“who get into debt to succeed probably fail.”

The Nature of Investments and Bets

10:53 to 11:52

An examination of the nature of betting in investments and the knowledge required to succeed.

“and your wife and your children, if they can't be sustained by some other family member, they go too.”
Show all 25 chapters

Identifying Advantages in Investment

11:52 to 14:01

Discussing the importance of having an advantage in investing and notable examples.

“in the modern era is a short on the dollar.”

Understanding Market Edge and Investment Strategies

14:01 to 17:46

Learn about the importance of having an edge in investments and the challenges faced by average investors.

“99 % of the time when you're making a bet on something, whether it's a house, a stock, an option, a commodity, there's someone on the other side of that bet betting against you.”

The Shift from Price Discovery to Retirement Strategy

17:47 to 20:48

Explore how the stock market has evolved from a tool for price discovery to a retirement investment vehicle for the masses.

“You need to play a completely different game if you're the middle of America.”

Market Concentration and Historical Perspectives

20:49 to 29:16

Discuss the historical concentration of stocks in markets and its implications for modern investors.

“It's interesting because what happened in the 80s was the rise of the mutual fund.”

Market Concentration and Historical Perspectives

29:19 to 29:32

Discuss the historical concentration of stocks in markets and its implications for modern investors.

The Historical Context of Investing

29:32 to 40:08

Explore how historical perspectives on investing reveal the challenges faced by average Americans.

“So to that point, most Americans, for most of history, could not invest in the stock market.”

Understanding Financial Independence

40:08 to 42:01

Discuss the nuances of financial independence and the varying definitions of 'enough' for individuals.

“And then a lot of those houses, like those investments in the Rust Belt went way down through the life of a lot of people who bought in the 70s and 80s.”

Defining Financial Security Across Regions

42:01 to 46:30

Exploring the differences in financial security perceptions between Atlanta and Manhattan.

“And I was like, I'm outside of Atlanta rich.”

Historical Perspectives on Financial Independence

46:30 to 49:58

Discussing historical figures who exemplified financial independence and modest living.

“So, and that's the way a lot of science was done this way by people who financially independent, retired early, had enough, and would go out and do weird science experiments.”

Key Principles for Achieving Wealth

49:58 to 53:33

Identifying essential principles that have consistently led to wealth accumulation over time.

“Like he dies in a men's shelter because he's out of money.”

The Role of Optimism and Supportive Relationships

53:33 to 56:03

Examining how optimism and supportive relationships contribute to financial success.

“And I would agree, just seeing what I've seen among many of the billionaires, entrepreneurs, whatever that I've interviewed, marriage is the most important thing.”

The Balance of Optimism and Risk

56:03 to 57:58

Learn about the importance of balancing optimism with risk assessment for success.

“pessimists talk about how you can't really get ahead.”

Understanding Wealth Dynamics

57:58 to 59:28

Explore the distinction between how wealth is acquired versus how it is maintained.

“I almost like picked up my hands and like looked away because there but for the grace of God go I.”

The Stories of Everyday Wealth Seekers

59:28 to 1:02:12

Discover lessons from the financial journeys of everyday individuals over the years.

“I think I may be wrong on this stat, but it's like basically 75 cents of equity for every 25 cents of debt.”

Joseph Moore's Insights on Financial History

1:02:12 to 1:03:01

Gain insights from Joseph Moore about his book and its historical perspective on financial advice.

“or autobiographies of gamblers and card players.”
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Transcript

Automatic transcript. May contain errors.

0:00James Altucher:What's up, y 'all? Back to school season is officially here, and DeeDee's Discounts has everything on your list. I'm talking bold styles, cool kicks, backpacks, and even dorm room essentials. All at prices that won't hurt your wallet. So don't sleep on DeeDee's. Whether you've got a second grader or a sophomore, DeeDee's Discounts has your whole family covered. And don't be surprised if you find something for yourself, too. Find a DeeDee's Discounts store near you, and go check it out today. Best thing that's ever happened to you financially. Go. Easy. Sold my car on Carvana. Amazing offer. Really?

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1:24Today on the James Altucher Show. 1790s. That does not make you. Opportunity makes you rich. And debt allows you to reach in and grab as much as you can personally handle while the opportunity is there. You would not pick the 1790s when if you fail, you go to jail. And not only do you go to jail, your wife and your kids have to go too. Really? Yes. Debtor's prison is for the whole family.

1:53James Altucher:This isn't your average business podcast. and he's not your average host. This is the James Altucher Show.

2:12James Altucher:So in 1790, the richest man in America got rich the old-fashioned way. He married a rich widow. And then Benjamin Franklin was so much in debt, so underwater, he actually offered to marry a woman if her parents would just mortgage their house to pay off his printing press debt. And when they refused, he didn't marry her. He married someone else who had money. By the way, back then, if you were in debt, you could go to debtor's prison, like actual prison. And not only would you go, but your wife and kids would go to prison as well. So now fast forward to the 1900s, only like one, 2 % of America owned stocks.

2:50James Altucher:So people would gamble. They had this game playing the numbers. And that was there. retirement strategy. And there would be these dream interpretation books that would tell people what numbers to play, like playing a lottery. So how do I know all about this? Well, my next guest, Joseph Moore, literally wrote the book, How to Get Rich in American History. And there's a thousand fascinating facts about kind of the history of getting rich in America. Yes, there's all these weird little quirks about Benjamin Franklin, George Washington, about debtor's prison, about, the Great Depression and what was happening.

3:24James Altucher:But what's interesting is the common themes about how people try to get rich have basically stayed the same most of the time. Basically, the history of getting rich in America is kind of a history of scams. But we also talk about things like the FIRE movement, which is financial independence, retire early, and how that's worked out for people. We've talked about kind of modern booms in the markets. But what was great is Joseph Moore, the author of his book, He has zero patience for the usual personal finance miss. And we talk about that. And if you think the rules for getting rich have changed, you're about to find out how little they have.

4:09James Altucher:Joe, tell me, how do you get rich in America in 1790? In 1790. From your book. I know that George Washington, who was at one point the richest man in America, did so by marriage. Yeah, he's actually not the richest man in America, but he's very close. He's certainly the richest president we'd ever had at election. But the thing about Washington is he's kind of like middle-ish, upper middle class, and he's blowing all of his money. He has kind of a quasi-gambling addiction. And he kind of has that moment that every young man, or I guess young women too, but like have in their like mid to late 20s are like, I gotta get my shit together, man.

4:45And so Martha Washington, recently widowed, is the richest woman in Virginia. And he is like, I'm going to woo this woman. Everybody is trying to woo her. It is like a line out the door of men trying to get a date with this woman. And he's actually not the top contender. He's just like tall and handsome and some military background. So he's got bravado. But he shows up the night before he gets sick. And like, he gets diarrhea. It's bad. And like, he pulls it together because he has one shot at this date. And he shows up and apparently he did great because then she sends a letter. saying basically come hither, right?

5:20Like it's a Netflix and chill, like come over and next time plan to stay at my estate kind of letter. And that's how he gets rich enough to do all the things we know about. So like the Washington we know is the Washington who married Martha and her money funded him doing all those cool things.

5:37James Altucher:Obviously he stayed away a lot of the time. Like, oh, Martha, don't worry. I'm gonna go fight this war in Ohio in the 17th. Oh, Martha, just chill out. I'm going to be fighting the British. It's okay. I'm going to have to move to New York City for a while to be president of the United States. You stay here in Virginia. Take care of your state. Like, he probably lived large doing all these other things. You know, it's odd. We don't have a lot of indication that he did much. He was kind of one of those guys who's just obsessed with his job. Like, once he kind of matured into it, he just, he really was kind of dialed in.

6:11But no, it was her money that was funding most of his adventures and his ability to do it and then become who we think of him being. Yeah.

6:19James Altucher:And look, I want to get up to present day times. And I'm particularly interested in, and you write about this in the book, but the fire movement and then some other stuff. I would say at that time, when you say someone like Benjamin Brangel was probably the richest entrepreneur, at least one of them, the one that we know about. Yeah. Yeah. Stephen Gerard is the wealthiest man of that generation. Until I read your book, I didn't know who he was. Yeah. He comes from absolutely nothing. Like he's the other end of the spectrum. Like he's got one eye. He was barely educated. He's made a cabin boy because his dad gets him a job on a ship because he doesn't have any other option for him.

6:49And so he just rises through the ranks of like being a trusted sailor, gets to Philadelphia. He's a Frenchman. And he is, I mean, this guy like is working class, working class. His wife is barely literate. And in fact, she is illiterate. And he takes one big gamble. He gets enough trust that he sends one ship out. He borrows almost all the money. This is an entirely leveraged thing. If it sinks, he is done. He is going to debtor's prison. It doesn't sink. It comes back. It makes money. He turns around, pays off the debt. And from there on, he does more ships with less leverage into the point he's barely levered at all.

7:26Like he knows how lucky he got. And then he uses that and he slowly delevers over the course of his career and he becomes the wealthiest man in America. Franklin, on the other hand, so well, kind of not on the other hand, Franklin kind of does the same thing. Franklin goes so far into debt. Okay, Franklin is like printing treatises on like why you shouldn't go into debt and why you should all be fiscally responsible. Meanwhile, he borrowed the money to start his business. He borrowed money to buy the printing press from the printing press company, fell behind on his payments. The printing press company threatens to repossess the press.

8:01The borrowed money was from his partner's dad. That guy wanted his money back. He goes to some friends, borrows money to pay off the printing press so it won't get repoed. And then he goes to a woman in Philadelphia and says, I will marry you. He goes to their parents and I will marry your daughter if you send her a dowry big enough to pay off my debts. It's like, pay off my debts and I'll marry your daughter. And they're like, we don't have enough money. And he says, well, that's fine. Mortgage your house. They tell him no and he literally marries somebody else. Like that's how much debt Benjamin Franklin was in.

8:35mortgage your house, I'll marry your daughter, save my butt. Now he gets out of it, but nonetheless, that is like the way people got ahead was they generally took a leveraged bet. And once it paid off, then they outran the debt. Now, very few of them stayed in that much debt. If they did, they got destroyed. And so one of the wealthiest men of the revolutionary generation that nobody remembers anymore dies in debtor's prison because he keeps levering up and buying more. So it's the people who levered up, took a bet, it won, and then they de-levered over time. Those are the people who got ahead.

9:07James Altucher:Yeah, and look, those are the ones obviously we hear about because they become rich and famous. I think the large percentage of people who get into debt to succeed probably fail. And I say this knowing that the formula of getting in debt to succeed works if you succeed. Like a large... Yeah, yeah, exactly. A large number of people who succeed, either they got into debt or they're using other people's money in some way, like through investment, or they take enormous risks that are scary. I think getting rich involves doing something scary. Yes, I think there's two myths around debt. One is that there was like a time when Americans frolicked in a no-debt world, like frolicked through fields of pay-as-you-go, and that's just not true.

9:52I mean, Americans were up to their eyeballs in debt the whole time. What is also not true is that debt makes you rich. Debt does not make you rich. Opportunity makes you rich. and debt allows you to reach in and grab as much as you can personally handle while the opportunity is there. Not everyone can handle all they grab and not everyone gets lucky enough to find the opportunity. You know, I don't want to make it sound like there's no luck involved. There is luck involved, but there is an element to which debt is kind of just a tool along the way when you find opportunity. And you're right, it is scary.

10:25And a lot of people don't succeed. But by the way, like, if you had to pick a time to risk it and fail, and lose everything, you would pick right now. Like you would not pick the 1790s when if you fail, you go to jail. And not only do you go to jail, your wife and your kids have to go too. Really? Yes. Debtor's prison is for the whole family. If you go broken, you can't make your payments. In revolution, they did not put this in Hamilton. You go to debtor's prison and your wife and your children, if they can't be sustained by some other family member, they go too. The idea is we're going to put you in so much pain, your family's going to come rescue you somehow.

11:03James Altucher:Fast forwarding then, you mentioned in the current top richest hundred in America, nobody is there because they got rich from real estate, which is obviously the way people think of, okay, I can get into debt, leverage up, buy a house or an apartment building or an office building, start renting it out, use the cash flows from that to borrow more money. And this has been a very standard way to get wealthy over the centuries, not just the years. And yet, I was surprised that you said nobody in the top 100 of these people is there because of real estate. So real estate is a great way to build a modest middle-class fortune.

11:40It is a terrible way to build the biggest fortunes because it just, it doesn't grow exponentially the way other industries can grow. What real estate offers everyday people and what it really is at the end of the day in the modern era is a short on the dollar. You are basically betting on inflation. So let's go back. There's a pre-inflation America, pre-1912, when inflation is basically 0%. If you had bought real estate back then, the way you get wealthy is by treating it like a business and actually improving the property. The only way to make money is to improve the property. To illustrate this, I bought an acre of land on the moon, which believe it or not, is a thing.

12:19There are two competing groups that claim they own the moon and that they can sell it, neither of which would hold up in court. But I went to one of these groups and I bought an acre on the land, on the Sea of Serenity that was advertised as having phenomenal earth views zoned for tourism. And I was like, well, if it was zoned for heavy industrial, it would definitely ruin the earth views. So I get it. So the reason I did that, other than to have a great cocktail story, is I wanted to show like, if I have that acre of land, legalities aside, the only way to make it more valuable is to oxygenate the moon and to get Elon to give me a ride.

12:52Like I can't do that. Therefore, it will not become more valuable. Early America, if you owned real estate, the way to make it more valuable was to make it more valuable. You had to do something to it, to improve it. Now, since like 1980, we're living in a housing shortage and we're living in an inflationary period. And we're living in an era with no dividends from stocks. Not really. The dividend on the S &P 500 right now is like 1%. All right, so what is real estate? Real estate is a short on the dollar. You're betting that the dollar will go down. It is an income annuity in a world with no dividends.

13:25Yeah, it's basically a put option on housing saying at any point that I want to use this as housing, I can, and it's a tax haven. So now that is not how you make the biggest fortunes. The biggest fortunes are in tech, they're in retail, they're in all kinds of different industries, but it is a way that you can lever up that the average American simply could not do in any other place. Like if I wanted to put five cents down on the dollar for an investment, where would I go? I mean, maybe the, okay, the Chicago Board of Trade. The average American cannot go to the Chicago Board of Trade. And if they did and they got the money, they're gonna be wiped out in 30 days max.

14:01James Altucher:I think this is an important concept and this even applies to real estate. 99 % of the time when you're making a bet on something, whether it's a house, a stock, an option, a commodity, there's someone on the other side of that bet betting against you. And so you're taking the chance that they know something you don't, which professionals usually know something. And if you're just saying, oh, I'm going to just buy options on NVIDIA and get rich. Yeah. You're selling that option to somebody who might be, you know, Warren Buffett or whatever, and they might know something you don't. And so you have to always, I think this is just an important message.

14:34James Altucher:And I think this kind of runs throughout your book. You have to know something that other people don't. You have to have an advantage. Like I'll give an example from your book. At one point, it looked like you had an advantage in 2005. you were reading that whenever Jim Cramer on the TV show Mad Money, and by the way, for a little while, I wrote for Jim Cramer for that show. Oh, no way. I didn't know that. Yeah, a long time ago. Right around then, actually. But you would notice that the stock would pop the next day. Because Jim Cramer said it, it would go up 5 % or 6 % or 10%. And then a couple of days after that, it would go back down to where it was.

15:09James Altucher:After all the Jim Cramer fanatics come down and got out of the stock, it would go down. So you kind of started shorting the stock and you said you lost money. But my question is, that was sort of a little bit of an edge versus a naive audience who did not have that edge. What caused you to lose money in that situation? So I actually beat the market, but I lost net of fees because I was playing with such small amounts of money that the fees ate it all away, right? And so now had I been playing with millions of dollars, then I would have outrun the fees. My point in doing that was there's this very common idiom you hear it all the time, nobody beats the market.

15:45And that is not true. Some people do beat the market. It is very hard, and most professional money managers do not beat the market. But if you look at the money managers who control$600 million or more, the top performers do regularly beat the market by about one half of 1%. They actually buy better than everybody else, but they sell slightly worse, and they end the averages at about one half of 1%. Now, to do that, they probably went to Yale, paid four years of tuition. They did a grueling internship and they worked 70 plus hour weeks. I mean, I think it was Morgan Stanley recently said as like a morale measure, they were gonna cap the work week at 80 hours to like boost morale.

16:24Because like, so that's what they're doing. They're living in that world to try to eke out the one half of 1%. All right, let's take that on the average American 401k balance and just assume that you could do what they do, which you can't. If you spent 70 hours a week trying to beat the market, you would eke out an extra$500 a year. And you have to work 70 hours to get the 500, not to get the base return. So it's not that you can't beat the market. Is it worth it? Would you have been wasting your time? And literally this happened to me. So I'm sitting there, there's a famous economics paper. It shows if you, you know, and it's a very strict set of criteria, by the way.

17:02It's not just anything Jim Cramer says. It's when he, under this strict set of criteria, says buy a stock, then it will bounce for 50 to 55 days. you short it, you beat the market. But to do that, I had to be glued to my television watching Jim Cramer for everything to align, which it doesn't always do. And so while Jim is yelling at me like I'm a child and setting off alarms, I hear my wife holler like, come quick, she's doing it. And I missed my daughter's first steps.

17:33James Altucher:Oh my God. So like, I beat the market. Was it worth it? Did I eke out enough of a return to trade off for that? No. And I don't have enough money, and most Americans do not have enough money, that it would even be worth it to play that game. You need to play a completely different game if you're the middle of America. You need to try to use the market to beat your own goals, not some mythical benchmark. Yeah, and I'll add to that too. I've been in and around the finance industry. I ran a hedge fund. I ran a VC fund. Obviously, I write a lot about finance and the economy me in stocks and stuff.

18:04James Altucher:And this is what always disgusts me about Wall Street, is that some guy raises some money, starts a hedge fund, and with a hedge fund, you get 20 % of the profits and 2 % of all the money you're managing. So it's an enormous fee. So if you're running a$100 million hedge fund and over five years it doubles, so you get 100 million in profits, you take 20 million off the table. And you could do that just following the index in most cases. So you don't have to do any extra work, whereas you're getting a 20 % profit on something people could do trivially from their home. And that's actually what happens.

18:37James Altucher:Once somebody achieves, let's say, a brand in the hedge fund business, so they're constantly getting new money in, they just stop whatever strategy they started with, and they just buy the top S &P stocks. You look at their holdings, oh, they own Google, NVIDIA, Microsoft, Facebook, whatever. And that's it. And then they They just collect, they have 10 billion under management. They collect a billion dollars a year and live a good life. That's almost all of Wall Street right now. The shadow passive investing is very real. Mike Green talks about this a lot. And I think he's onto something that, well, as you're pointing out, right?

19:12Like there's a lot of shadow indexing that's happening where what we think of is like Vanguard and Fidelity index funds are actually just being tracked by everybody else because it's just easier to do. And with far less risk, because if that guy underperforms that index by a few percentage points, all that money goes somewhere else. And so why not just free ride it? So yeah, I think that's actually a growing problem. I'm writing an essay on this right now on my sub stack. I haven't published it yet. I should be curious to get your thoughts on it. And which I talk, as I pointed out, the index revolution occurred literally in 1976.

19:41It was like a bicentennial gift to the average investor that the Vanguard comes out with the original, you know, passive fund that you can invest in. And it's great. It truly is an American revolution for the average person. At the moment that that happens, 10 % of Americans own stocks. Fast forward to today, 60-something, almost 65 % of Americans own stocks. And a huge number of those are indexers because of the way that they're investing through 401ks, et cetera. And so that, I'm arguing, at some point will become a French revolution where heads start rolling. Because as Bogle himself said, like, you can't have the whole market be passive or it goes crazy.

20:20And the index, it's a good illustration of like why history matters for like thinking about markets because like change happens more imperceptibly than you think, but it does happen. I call this slow time change. And the index funds were supposed to be the ant on the back of an elephant, just getting a free ride from this huge work of market discovery. Now it's like an ant army biting the ass of the elephant and causing it to run uphill, right? And so there's some real, I think we're embedding some structural, it's going to be some interesting historical life experience when that starts to unwind.

20:52I'll be real. I hope I'm around just to see it.

20:54James Altucher:But I hope my portfolio doesn't. It's interesting because what happened in the 80s was the rise of the mutual fund. And then what happened in the 90s and the early old was the rise of ETFs. And so what ended up happening is, you know, something like 90, I don't know what the actual numbers I'm making the statistics up, but let's say 90 % of people are in, you know, a mutual fund or an ETF, including the big pension funds, which are really the biggest investors in the world. Like the California Teachers Fund is one of the biggest investors on the planet. And they don't invest in individual stocks.

21:25James Altucher:They invest in SPY, which is the ETF for the S &P 500. And then you have big hedge funds. It's not like they invest in the ETFs. What they do is they say, okay, here are the 20 stocks in the S &P 500 we think are going to do the worst, so we won't include them. So now we have 480 stocks instead of 500. And our bet is because we had PhDs find the 20 worst and get rid of them, we're going to outperform slightly. And then we're going to raise tens of billions of dollars because we'll be able to say five years in a row, we outperform slightly. And that's their strategy. And then, by the way, they don't make money on their returns.

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22:04James Altucher:In most cases, they make money on a fee on assets under management, particularly the hedge funds. They just need to return like 5%, 6 % on$10 billion. dollars. And if they do it pretty regularly, they're making, you know, billions of dollars. Like if you have your foot in that door, that is the easiest way to make billions of dollars, I think. It's good work if you can get it. Yeah. Meb, you know, Meb Faber, Meb told me this. Oh, very well. Yeah. Yeah. Meb had a great point about this. He said, you know, they had just released the top fortune, whatever, of social media influencers. And, you know, Taylor Swift and Mr.

22:37Beast. And he said, now compare those to the top hedge fund managers. They wouldn't even and be in the top 20, right? Or top 10. Like they're a rounding error to what people in that world are making. So it's good work if you can get it.

22:50James Altucher:Yeah, like a small hedge fund now is considered a billion dollars. So on a billion dollars, January 1st, the minute you walk on the door, you just made$20 million because you get 2 % of the assets. Now, if you're up 5 % on 10 billion, that's 500 million. Guess 5%, by the way, being a mediocre to small return. It's worse than T-bills in many years. But guess what? You just made another$100 million. So you made$120 million for doing a shitty job for the year. And basically tracking the index, which by the way, I mean, you probably know this, but there's, I'm sure you do, but there's this University of Arizona professor who like put this together.

23:25He's got a wonderful visual on it. That 96 % of all stocks ever, ever did not beat T-bills. They're tied or below T-bill returns. That means the entirety of market returns have come from the other 4%. of stocks.

23:41James Altucher:Yeah, it's a Pareto law. Yeah. 20 % of stocks are going to return 80 % of the value. But then if you do Pareto law squared, it means 4 % of the stocks are going to return 64 % of the value and 1 % of the stocks are going to return about 50 % of the whole value of the stock market. So that's why you have the mag seven, like Nvidia, Google and whatever else is out there. They returned almost all the value of the stocks last year, like the big techs and the rest of the market was flat and the big seven stocks were up like 80 or 90%. So that's all your returns. Some people could say, well, I had the vision of tech and AI.

24:16James Altucher:And so I went into those stocks and then some people got lucky. So those are the two categories of people who made money in stocks. It's very small categories. Yeah. There is a lot of concern about the Mag7 that we've now like, we're so concentrated. I'm actually not near, historically speaking, because this is, you know, this is what I do for a living. I read dead people's mail. And I, you know, I actually pointed out, we've actually been more concentrated, believe it or not. In the 1830s, over 30 % of the stock market was one stock, which was the second bank of the United States. And it cratered from 120 or 150 a share to$1.50 a share in like a year, and then eventually went to zero.

24:50Can you imagine? That would be like, imagine that Amazon, Berkshire, because this is statistically what it would be like. Amazon, Berkshire, Microsoft, NVIDIA, Tesla, and Walmart, I think, or the six or seven. And if all of those cratered and went to zero in a matter of like a year to two years, that would be like that event in the 1830s. So like we've actually had more concentration, at least we're spread out amongst some companies now.

25:15James Altucher:Yeah, I mean, it's a tiny bit different. And for a big reason, which you point out, which is that something like one or 2 % of America owned stocks in 1837. And right now, 90%, I don't know what the number is, but it's like 90 % of people own stocks. We've kind of turned it from, this is what I talk about in the book, is like how to identify historical change. and like when do things change fast and when do they change slow? And this is a slow change, but we have turned the stock market from a place for price discovery and investment for the return of capital, right? A place you can go, you can figure out what investments and risks are worth, where are you gonna get capital, where are you gonna get a return on capital?

25:50We've turned it from that to a retirement promise for the masses. And that's not what it was designed to do. It's not to say that it can't do it. It's just to say that's not what it was designed to do, but that's how people are using it. People aren't using it to get price discovery. The average investor is not using it for price discovery. The average investor is not using it as a risk-adjusted return on capital. They're using it as a retirement strategy. And that is historically speaking, very, very new. If you had told somebody at 1890, I'm gonna retire on the stock market, they would have told you you're nuts.

26:24Because if you had done what the baby boomers have done, let's say like, I'm gonna work 40 years, invest 10 % in stocks, buy a house and retire. if you had started that strategy in 1870, you get wiped out four separate times. Like nobody would have done that. And that's why nobody was doing it until fairly recently.

26:42James Altucher:I mean, I guess there's always, look, people buy lottery tickets, right? Because then you're really buying this ability. Like I always say, when I buy a lottery ticket, that means for 24 hours or whenever the lottery is going to be, I just bought daydreams. Like I'm going to daydream about winning. And so like when you buy, get into the stock market, there is always the hope, whether it's 1923 at the beginning of the roaring 20s or, you know, dot-com bubble or right now, you're buying this hope that the future is going to be great and stocks will follow that future and you're going to benefit from it.

27:14James Altucher:And that's not an unreasonable thing because there are happen periods, maybe even now, who knows, where that hope will have come true. If you buy the right stocks, like you can't buy pets.com, you got to buy amazon.com. Who would have known? But, you know, there is always hope, whereas T-bills, which you point out really interestingly, bonds often outperform stocks contrary to what people think. But T-bills are a reliable way to not lose money and make money, often better than inflation. But there's no hope there. It's just boring. That's a good point. Where's the hope in this strategy? Take a quick break.

27:52James Altucher: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 at gmail.com and tell me why you subscribed. Thanks.

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29:32So to that point, most Americans, for most of history, could not invest in the stock market. It wasn't something you could do, which it drives me nuts when like the guys, you know, the financial advisor slides you the chart. I just call it the chart because the dates change, but the point is always the same. The run I got was 1929. If you had invested$10 ,000 and reinvested all dividends until today, you'd be worth$10 million. I distinctly remember those numbers. because I looked at the guy. He thinks I'm gonna be so impressed with his like historical brilliance. And it was like, houses did not cost$10 ,000 in 1929.

30:03So you mean to tell me this person put their life savings into stock, which by the way, they couldn't do. I'll explain that in a second. Then they lost 80 % in the crash. Then they fought Nazis and feared nuclear holocaust. Then they cried when Ross and Rachel got back together. And they never once touched the money. Like that's not real life, but here's why they couldn't have done it. There's not an index fund. There's not an index vehicle. There's mutual funds, which had huge fees. So that would have eroded the return completely. And then there's, if you had wanted to buy the index, you'd have to buy a hundred shares of everything in the index.

30:34That's a million dollars in 1929. That's like 12 to$15 million today. So nobody did that. Here's what everyday people were doing, talking about hope. They were going to gambling dens and betting in these things called bucket shops because the average person can't afford to buy the actual stock. So what they'll do is they'll bet on the price movement. I bet radio, which would be, you know, Radio Company of America. I bet radio will go up or down, or I bet AT &T will go up and down. And you would win based on the price movement. It's Calci. And the other thing people would do is -

31:05James Altucher:Calci has markets like that. You can bet every 15 minutes whether Bitcoin will be up or down in those 15 minutes. Yes, that's exactly. And people would go get a couple of beers, sit with their buddies and bet on the market. No investment needed because you can't actually do it. The other thing, they just play the numbers. People are talking about lotteries. So like the numbers were huge. Like working class people would talk about how the numbers were their investment strategy, which is basically a lottery game. I mean, I've heard that expression, but specifically what does it mean? So it's just, it's a lottery.

31:34Basically, there's going to be a random set of numbers at an agreed upon time and you bet on the outcome of the numbers. It's a version of a lottery game. And it was wildly popular for working class people because you could buy a ticket for like 50 cents to a dollar. And there were guidebooks. You could go into bookstores and get big, thick guidebooks called dream interpretation books, where if you, there were these things called gig, which is like a gig was a set of numbers. So if you had a dream about a police officer, you played the policeman's gig. If you like met an Irishman, you played the Irishman's gig.

32:06Like whatever had happened to you in your dreams or that day, you played that gig. And they were well-selling books in bookstores to tell you what gig to play. That's what everyday people are doing with their money. that's investing in the same way that like kids are saying now that millennials are now saying their sports gambling is part of their investment strategy. So we've seen all this before. It's a great thing that we've had the index revolution. It's a great thing that everyday people can with with no friction really be in the market. But we have to account for the fact that that changes what the market is.

32:36You know, that's kind of the value of history is like using the study of the past to understand why the present isn't always just like the past. A lot of times we try to overfit the past to the present. And you just can't do that. You have to understand today is

32:46James Altucher:actually different. It's really true. Like on the one hand, the phrase this time is different is the easiest way. Saying that phrase means you're about to lose money because history, if it doesn't repeat, it rhymes. But at the same time, there is always new things going on. Like in the mortgage crisis in 2007, people didn't understand that the way borrowers were ranked by the banks had changed so that lower income families were able to get higher quality loans. There was a lot of reasons. Laws changed during various administrations to be favorable so more people could buy homes. But things had changed.

33:23James Altucher:Things were different. And hence, too many people borrowed money. And then hedge funds at the same time were growing and they leveraged up too much and everything sort of unwound. Very often, there are things that are different. Understanding what's different in each scenario is important. Yeah, exactly. And that's the point I make. By the way, I was one of those people. Actually, so I'll tell you, I was one of those people who like had no business owning a home who somehow was like slid papers to sign for a mortgage. But what I try to explain to people is there's this illusion that history is like physics and that it has some gravitational pull to the mean.

33:54And if you've studied the past, what you really learn is how crazy people get before they come back to the mean. And what I tell people is the mean moves through time too. And so the mean is itself changing behind you. You're looking forward. If you look back, it's not one thing that pulls you back gravitationally. So to your exact point, I was one of those people in 2005, I'm getting a PhD in history, by the way, not on financial history. That wasn't my goal. I did my PhD in American history on the study of like radical abolitionists, like the abolitionists who were so far to the extreme that they made the other abolitionist uncomfortable.

34:30Okay. So like that's, that's what I'm studying. And in 2005, everybody told you the lesson of history was clear. Renting is throwing your money away because housing always steadily goes up. Now we can put to the side, the fact that actually it's a flawed argument, but that was the general consensus is that that was the lesson of history. And so my wife and I nod our heads. We buy a small town home. They literally allowed us to use the student loan money to qualify as income for the mortgage. And when I asked if that was okay, the guy was like, just sign here. I distinctly remember he said, just sign.

35:05And he pushes it across the table. Like I push it over, like, is this okay? And he pushes it back, just sign. That was normal. Now, no one was saying that the housing market itself was, sure, a few people outliers, but like the housing market was itself becoming something new and different. And that's something nobody accounted for because the mean was moving through time.

35:23James Altucher:Yeah. And you know, it's a very interesting thing, by the way, this whole myth that renting is like throwing money out the window and buying a home is, oh, you might as well own it instead of just paying someone else to own it. That's an incredible myth that you put in. First off, it's a marketing scam. The real estate industry is like a$20 trillion industry. So of course, they're going to scam you to throw your money away. But when you buy a home, again, you need an edge. Like with anything else, you need an edge. When you buy a home, not only is, you know, you got to be careful because your mortgage is going to mean you're going to spend much more for the house than you thought.

35:57James Altucher:But also there's property taxes that you have no control over. There's maintenance. You're going to pay maintenance every single year. And the maintenance is volatile and it could be much more than you think. When the plumbing goes out and you have to change all the plumbing in your house, when the electricity goes out, you have to rewire the whole house. There's a lot of maintenance issues. And then usually when you need to absolutely sell, because let's say you're having problems in some other part of your life, that's the moment when the housing market is no good and you suffer a loss anyway.

36:23James Altucher:So I think it's very rare. But if I say this, people will say, well, my mom bought her house in 1971 and sold for$27 million. Yeah, because 1970s and 1980s was a period of enormous inflation and they all won. That whole generation won. This generation, every generation is different. It's unclear what's going to happen. I prefer to rent because, by the way, also, when you buy a house, you have to put this enormous down payment down where there's opportunity costs. You could have been using that money to invest in something else, put it in the market, or just relax and have no stress so you could be successful in other parts of your life.

37:00James Altucher:So I'm very much against buying a house as an investment. So I feel like there's a couple of... This is one of the things, there's not just two sides of the coin. It's like a dice. It's like which side of the die do you need to roll? Because if you're young, I would tell people, if you're young and you have upward mobility in your career, do not buy because you need to be not sticky where you are. Because the best opportunity for you may very well be in Austin or in LA or in New York or Atlanta, wherever. Like there's just, you may be able to take a job that over the course of your life triples or quadruples your income because you took the chance and got up and went.

37:34And that's a real advantage for you. So there's no reason to have all the transactional costs of buying a house if you're young and building a career. But on the flip side, and this is like, there's a lot of historical advice on this. And this debate, believe it or not, goes a long way back. Like I can find people arguing about buying versus renting in the 1800s. And so we've been fighting this fight forever. There are some times when it does make sense. If you are in an area that you're going to stay for an extended period of time, and it does tend to like lock you in, again, back to that short on the dollar thing.

38:06The other time that it generally does come in handy is when you're older and can have a house with a paid off mortgage. not because the returns would be better because over the course of say 20 years, the returns would be better if you stayed in the market and just rented. But it's the sequence of return risks for somebody who's 68. If you're 68 years old and your retirement portfolio plummets in a year, it will take you years to get back. And so it's good to kind of lock in that kind of, it's basically an insurance policy. And so there are some, I think it's one of those, like it's very situational as to when it makes sense.

38:36It's not a universal, it always makes sense to buy or universal, it always makes sense to rent. It's incredibly situational and time dependent.

38:43James Altucher:Yeah, I'll concede that. Put it this way, I think it's rare that it's good. But I think there are like life circumstances too. If you have kids and you want them to make sure that they grow up in a steady community with a lawn and you don't want to be kicked out when the house owner says, oh, we can't rent you anymore. Okay, maybe there's life reasons why you're willing to take more of the risk and hopefully the financial stuff works out. But in general, I think it's probably not a good investment. You mentioned the transaction costs. is like 6 % of the fee. So all the time, what you think you're spending for the house ends up being much, much more as opposed to renting where you know what the cost is.

39:16James Altucher:That's it. That's the rent. And there's no other risk. It's interesting on that exact point. Most Americans who are multi-generation, like third, fourth generation Americans, they are much more prone to it to adopt the argument you're making. It's the families that were most keen throughout history, even to today, the most likely families to want to buy a home are immigrants because usually they came from places where somebody jacked up the rent. And this is true in the 16, 17, 18, and 1900s. And even today, a lot of them were renters who had the rents jacked up. And so they come to America dreaming of owning a home.

39:49But this economy is so big that it actually rewards a lot of people to not lock themselves into place. And so this is one of those things where like kind of sometimes an immigrant mentality can help people get into the property ladder, but also sometimes it can backfire and lock them into a place that say, you know, like middle of, you know, Indiana where the Rust Belt like just declines over time. And then a lot of those houses, like those investments in the Rust Belt went way down through the life of a lot of people who bought in the 70s and 80s. Adjusted for inflation, they were losers.

40:19James Altucher:This all, like obviously money is so important. Everyone would like to think that, oh, I don't think that much about money or I don't like to be stressed. But the reality is we need money to survive and money does reward value in many cases, the value that you bring to society. And also we just want to relax. We don't want to stress. So you talk about the fire movement in the book, Financial Independence Retire Early, which has become this huge like Reddit craze. But first the question is how much, like right now, 2026, how much do you think for the average person is enough? What is the number?

40:53James Altucher:Oh, wow. Okay. Wow. Right out the gate, we're going hot here. I think, again, I'm not dodging. I'm going to give you an honest answer that it is very situationally dependent in that this, I am financially independent, retired early. Like that happened to me. I was retired for about two years before my wife kicked me out of the house. I was like, you find colleagues because I don't know who Foucault is. I don't know why you want to argue about him, but I need you to get out of this house and find somebody to talk to. So I went back and like started teaching college kids again because she wouldn't let me stay at the house.

41:19But like, I actually did fire. And - What do you mean? Just describe it. financial independence, as in like, I could never work another day. I went heavy into the rental real estate market after 2008, after the crash, learned a lot of hard lessons, but made enough that at a modest level, I could get up every day and decide what I wanted to do, which apparently was following my wife around the house and annoying her with like oddball intellectual questions. And putting that aside to saying, my number for that is going to be very different than someone's number in Manhattan who, you know, went to Columbia and has certain social expectations about their life.

41:57So I joke with some people because I've been on book tour in Manhattan a lot this year. And I was like, I'm outside of Atlanta rich. I'm not Manhattan rich, right? And there's a difference.

42:08James Altucher:Having lived in Atlanta, I can tell you Manhattan rich is triple, at least, if not quadruple, Atlanta rich. Yeah. So what's enough, right? Which is your question. I think it does really boil down to like the people that you're talking to, like what is enough for them? And if you were to say, this is fire no matter the number, it's you have enough to eat, you have enough to pay your rent or your housing costs, you have enough to live a basic decent life for you and if you have children for your kids, and you have enough security in that income that it is unlikely to go away on a moment's notice.

42:40In other words, it's not highly speculative and leveraged. Now, for some people, that's 5 ,000 a month. for if you're$10 ,000 a month? Like that's, you know, I tend to think annually, but I honestly could tell you, like there's a, every now and again on Twitter, somebody will say, I think you can retire with$2 million and people will like swarm this guy, whoever this guy is, because it's always somebody different with like, you idiot, blah, blah, blah, blah, blah. Here's all the things you don't know about. And I'm like, hey guys, I retired with$2 million and I now have more, but like it was more than enough for me.

43:11If I tell that to somebody in Manhattan, they're like, you're insane. There's no way I could live with$2 million.

43:15James Altucher:Like, so what's a million dollars? Okay, how much do you think you can reasonably make just with the most conservative investments? And that's up for debate too, but let's just discuss. 60 to 80 ,000 a year. So three to four, what is that? That's three to 4%. I'm being conservative. Yeah, I'm being very conservative there. I'm definitely not what I do. Like I have rental real estate and, you know, and I've bought more properties and sold properties and stuff like that. So that's, yeah, the median, let's just look at the median household income in America is$80 ,000. It's 81 for the median household.

43:45With$2 to$3 million of net worth, could you sustain$80 ,000 of spend, including your housing? Probably. Like if you're being decently smart with your money. And so what are the risks there? The risk nobody talks about is that it's actually not everything it's cooked up to be. Like fire is kind of the CrossFit of personal finance, right? It's like this insane group of highly dedicated, crazy people who are willing to do what nobody else is willing to do. And if you're not careful, you will get injured to your point of like, people will take wild, stupid risks or under-consume to a point their health declines.

44:20I've seen that happen. Trying to get to this mythical land. Now, if you do it and it works, you get an incredible shape. Like you can actually, you know, do what other people aren't able to do. But most people don't want to live that way. And I think that's the issue is like, most of us don't want to be up at five in the morning, hopping on top of boxes, sweating ourselves to death. And most people don't want to be under-consuming housing, food, you know, saving 40 % of your income so that one day when they're 42, they can walk away. That's just not, that's not most people. So I think the real risk is that it's way too much effort for what you get out of it.

45:13James Altucher:One argument, though, is kind of an extreme fire where you make the$2 million, and instead of figuring out how to live on$80 ,000 in Kansas, you live on$20 ,000 in India or Bangladesh or something like that. Geo-arbitrage. Yeah, you can move to a place where it's much cheaper. Right. Yeah, and there are people who do this. A lot of them are on Instagram. I think a lot of the people, I'd say at least half, I'm just making that number up, but like about half of the people on Instagram telling you how they're geo-arbitraging and financially free are actually living on the subscriptions of people paying for them to talk about being financially free.

45:47This is, by the way, a longstanding history. So look, the idea that you can make enough money to live a modest life on and not be stressed is very real and it is very longstanding. There's a guy in the book I talk about, Sylvester Judd. This guy's born the year the Constitutional Convention or the Constitution is ratified. He dies the year before the Civil War. He lives every year of Annabelle America. He works for half of it because he built a printing press business. He sold it. He did not make bank. He made enough. Like he had a modest small fortune and he decided I have enough and it was enough to live the rest of his life on.

46:22And he spends the rest of his life pinning histories of New England, which is why we know about him. And also why we know a lot about New England history because of what he did. So, and that's the way a lot of science was done this way by people who financially independent, retired early, had enough, and would go out and do weird science experiments. And so that was normal. But you get the people who sell you the dream of financial independence. And that's a very different thing. That's the Instagrammers out there. You know, Thoreau goes out in the woods, and he builds a cabin like a damn man should, and, you know, talks about the meaning of life not being work.

46:56And Emerson travels around Europe, and he writes these essays about not letting work own you. And then there's this couple, Helen and Scott Neering in the 50s and 60s, and they write these bestselling books. The New York Times is like drooling over them because they found the way to Walden Pond. All right, you go back. Thoreau's mom brought him food so he wouldn't starve. Emerson's wife died. She left a trust fund. He sued her parents for the trust fund. The day he won the lawsuit, quit his job, went to Europe to talk about not having to work. And the nearings are probably worse because they write all these bestselling books about how they work four hours a day.

47:34It's like the original four-hour work week was the four-hour work day. And people flock to Vermont to learn from them how to have a maple farm and work four hours a day and spend the rest of your time reading great literature. And they start to starve. And no one can figure out why they're not making it work, but the nearings are. Come to find out, they had not one, but two massive inheritances they were living on. So you just have to be really careful about what people put in the fire because it could be toxic when they're selling it. But the basic math is the basic math. And so whatever your lifestyle goals and dreams are, whatever your standard is, your standard or my standard may be wildly different, but it is math and you can't get there.

48:14It's just a matter of like, is that a value you want to pursue? And for some people it is, but some people also want to get up at 4 a.m. and do, you know, box crunches.

48:22James Altucher:No, and then the other issue with fire, which you point out in the book, is that there's inflation. So let's say you can survive an 80 ,000 a year now. Well, what happens when food costs double or oil costs double so you can't drive as much or there's a variety of costs. And I always think, okay, well, instead of buying from Whole Foods, I could buy from Publix and you see 20, 30 % there. And instead of paying$4 a gallon, so okay, I still pay$4 a gallon, but I just won't drive as much and figure out my life. So I figure there's always ways to fight initial inflation. But in the long run, I don't know.

49:00James Altucher:If you're really just relying on battling inflation and solving that, you might be in trouble. You can. And I think there's a lot of people who just assume the stock market always beats inflation, so it always will. So that's where they put most of their money. Because, so the first Financial Independence Retire early book that's explicitly like formulaic is in 1919. But the one everybody knows about is called Your Money or Your Life. and it's by Joe Dominguez and Vicki Robbins. What people forget, because I mean, that book took the tech world by storm. Like there's all these tech bros in the 90s and 2000s reading this kind of antihero text about how you can make enough and cash out and they are making a lot of money and they're like dreaming of cashing out.

49:41What nobody remembers is that his advice was to put it all in bonds. And so he's put, which when he started doing it in the 70s and 80s made a lot of sense. You could get double digit returns, but by the 90s, his government bond portfolios dwindled and dwindled. He ends up in a men's shelter. Like he dies in a men's shelter because he's out of money. So to your point about risk, the godfather of this movement basically lived that risk and died with no money.

50:10James Altucher:So over the years of, you know, the history of America and people getting rich in America, what has been the most consistent way, and what is the way right now to basically get rich? Or is it a personality type? Like what sort of person gets rich consistently over this time? There's not a personality type. There's a skew in the personality type. Some pessimists can get ahead. It's going to be more optimists get ahead than pessimists, usually just because of the nature of the way a capitalist economy works. But so in the book, I like have 25 lessons that kind of stand the time of every era, seven things that always fail.

50:47But I can boil those down into five basic pillars. The first is solve people's problems. If I walk into Barnes & Noble and I just reach on a shelf with my eyes closed and I grab a personal finance book, nine out of 10 chance it says to buy index funds and look at my behavior and my spending, which takes about one page. And now the guy has to write 199 other pages about the same thing all the other books are about. But like, it's on me and my problems. Should I drink lattes, whatever? Okay, that's about me and my problems. That will keep me from going broke. It will not make you rich. You get rich solving someone else's problems.

51:21And there's a lot of problems that get solved in this economy. This economy is massive. And so when you can find a place to solve somebody else's problems, that's where the real money is, where you double and triple and quadruple your income. The second thing is you got to take risks. We live in the least risky age in American history. Your house and your spouse can all be insured. Like we talked about earlier, if you go broke, they don't take you to jail. They certainly don't take your wife and kids there. And yet we are more risk averse than we've ever been. The third thing is move more back to our renting conversation, especially the younger you are.

51:54You live in the largest free market zone in the history of the world. There is an opportunity for you somewhere, but we don't move anymore. So if I go back to the 1800s, forget the 1800s, that's far, far back away. Like go to the 1950s. One in five Americans changes addresses every year. One in five. Today it's one in 13. And a lot of the one is old people going to Florida and Arizona to retire. So young people are not as mobile as they used to be. And that was a key to getting ahead. There is opportunity. You may have to go where the opportunity is. The fourth is marry well. That survives every era.

52:29But it's not just marrying into money. It's marrying into the kind of person who understands you are going to build a joint enterprise and a life together. And you're both going to cover down on each other's dreams. And marriage will blow your mind for all the other factors it outperforms for financial outcomes. And then the fifth is believe you can. And that sounds very self-helpy, doesn't it? It makes me sound like, you know, I'm selling like some kind of seminar class or something. But here's the reality. Consumer Financial Protection Bureau did a big set of studies, had two studies back to back.

53:00And in both of the studies, they found the number one predictor of financial wellness was a positive attitude, which was an internal locus of control, meaning I control my outcomes, at least to some extent. It was a positive attitude combined to a habit of saving. That outperformed income, it outperformed inheritance. So optimism is wildly over-rewarded in the American system, which gets back to the risk-taking and gets back to the going where the opportunity is and probably gets onto hitting somebody on somebody in a bar who looks like a great partner.

53:31James Altucher:I want to address the optimism in a second, but I've done, let's say, 1 ,500 podcasts with mostly very successful people. And I would agree, just seeing what I've seen among many of the billionaires, entrepreneurs, whatever that I've interviewed, marriage is the most important thing. When these guys know they've got someone at home or women, by the way, I've interviewed Sarah Blakely. When they know there's someone at home who's got their back, that is incredibly valuable. And it's someone who's going to be supportive of their dreams. Their wife has to be almost as optimistic, maybe not as optimistic, but almost as optimistic as them.

54:08James Altucher:You can't have someone like saying, oh, you're a failure. Stop trying to be an astronaut and just stay at home. Get a job as a pilot. They need someone who's going to help them pursue their dreams, who's going to have their back. I think that is the most worthy. And also the financial cost of divorce and so on. And also not to mention a benefit of if your wife has money too, but that's not the most important thing. But then the optimism thing, I think the reason for that optimism is so important, among other things, is that you're going to stay in the game longer than if you're pessimistic. And the only way to win the game is to stay in the game.

54:44James Altucher:And that's very important. If you combine that with a habit of savings, it's not that they're going to save their way to wealth. It's that a habit of savings shows financial discipline and that's how you stay in the game longer. Yes, exactly. Anything you can do to stay in the game will increase your odds. It'll expose what they call the surface area of opportunity gets bigger and bigger. You have to try lots of things because most things fail. So you have to be optimistic enough to come back from a failure. And if someone plays tennis for the first time and they lose, some people say, oh, well, I'm just no good at tennis and they move on.

55:23James Altucher:And other people say, oh, I need to improve how I hit the ball and then I'll keep playing. Well, then that person is more likely to eventually win some games of tennis. So you just have to stay in the game. And whatever habits are involved in staying in the game, whether it's health, good sleep, doing some discipline of savings. I have no discipline of savings. I'm very bad at that. But okay, I had to learn the hard way. I'm super optimistic. So that balanced that out. So it's an interesting thing. But I would say those two things are marriage and optimism. I'm not sure which one's more important, but those two things are very important.

55:57I, yeah, I, well, they're all important. And I, I think the, the idea of optimism has gotten kind of a self-help-y bad rap that you're supposed to not say that kind of stuff because, and Morgan Housel points this out that, you know, pessimism sounds wise when you hear it, because it sounds like somebody is trying to protect you from an event right now, but then you pan the camera back and asks, where are the pessimist mansions? Yeah. Because optimists live in mansions. pessimists talk about how you can't really get ahead. And so it's not that I'm, you know, not naive optimism. I'm not talking about like taking out a loan on your house and buying Bitcoin with it.

56:36That's gambling and reckless. When it's about recklessness, there is a line between recklessness and optimism, which I generally define as when you have some strong measure of control on the outcome, you'll never have all of it, but can you affect the outcome in some measurable way? Then you're an optimist because you know there's opportunity, you will do whatever it takes to squeeze your part of it out and then let the rest kind of be the chips that fall. But you live in a system that will reward that, reward shots on goal. And we live in an economy that is a basketball economy. Shots on goal matter.

57:09James Altucher:That's a real important point because the great thing about the US is that it doesn't necessarily reward failure, but it forgives failure. So you can fail at many things and still succeed. People trust you and you build up a kind of a personal brand. or if you just keep going back at the well with more ideas. U.S. is a very creative economy. It rewards creativity more than it punishes failure. So, look, but that's not to say there's a formula and it's not easy and it never gets easy unless you're like, you know, a billionaire or whatever. But, and even then they can go broke. I mean, back in 2004, I remember I helped someone sell a business where he made$41 million.

57:48James Altucher:And I lost touch with him over the years. I was just randomly, you know, you Google people and you see how so-and-so doing. Well, I saw that in 2019, he and his wife filed for bankruptcy. And I have no idea why or how I felt bad for him. I almost like picked up my hands and like looked away because there but for the grace of God go I. And you almost don't want to, I don't know, I didn't like seeing it. But people go broke with a lot of money. Yeah. And that's another thing too. You have to stay in the game always. And I've gone broke with a lot of money several times. and it's because I didn't judge risk correctly.

58:24James Altucher:I would say that's number three, is you have to be able to really analyze your risk. You have to be optimistic while still analyzing your risk. Yeah, there's a difference between how you get rich and how you stay rich. And so don't confuse what the rich have with what the rich did to have it. Most of the wealthy who get and stay wealthy de-lever over time. Talk about this a little bit in the book. They generally took big risks on the front end, but they had the realism to understand that over time, they had to dial that risk down to ensure they captured those gains and held on to them. And so, you know, maybe the one outlier to this is Elon who just has never met the risk he's not willing to take on and keeps winning, you know, and good for him.

59:05But most people who risk at that level over and over, eventually the numbers catch up to you. You don't hit every shot. And so it's the people who lever, risk, whatever it is, and then understand they have to take that risk dialed down. Not in zero, you don't go from 100 to zero, but like back to Steven Gerrard, like over the course of his life, we can watch him de-lever, de-lever, de-lever until he's like basically, I think I may be wrong on this stat, but it's like basically 75 cents of equity for every 25 cents of debt. He still has risk, but he's not going to lose everything on one ship. And all the greats have done that.

59:39It's that they made big money and then they took the risk down a little bit.

59:41James Altucher:Right, and here's a counterexample. Like there are several counterexamples exactly what I'm about to describe. So whenever there's like a period of a massive boom, let's take 1999 internet, or even I'm going to say 2023 Bitcoin, it went from like whatever it was, or 2020 Bitcoin, 8 ,000 to ultimately like 100 ,000. You know, there's an exchange called Hyperliquid, which allows you to do 50 to 1 or 100 to 1 leverage on Bitcoin futures. And there's a guy, he's kind of like a famous guy. He's anonymous because all these accounts are anonymous. is there's a guy who went from basically$10 ,000 to$160 million during this period.

1:00:21James Altucher:And then all the way, you could see the account, and then all the way back down to$10 ,000. Because like, it's not, well, people would say, well, why didn't he stop? Okay, why didn't he stop at 3 million? Why didn't he stop at 15 million? Of course, he's going to keep going. That's who he is. And in the law of large numbers, there's going to be a guy or a gal, but there's going to be a guy who, at the exact beginning of the exact right movement up, they're going to be the one who's hyper leveraged and make$100 million out of nothing, as opposed to any other period, that same person would have lost money right away.

1:00:55James Altucher:But then they're going to lose it all because they're going to keep going. Oh, there's always a Jesse Livermore who is that figure for the 1920s and 30s. Yeah. I mean, just can't. And he admitted like, I don't even care about the money at that point. He's like, I love the game and the gamble. And he ends up blowing his brains out in one of the hotels in Manhattan. because he eventually just rolled and rolled and rolled until he lost. And there's always gonna be that guy. But I think, you know, one of the things I wanted to do with my book is we got so many histories of Rockefellers and, you know, we got all the histories of 1929 and 2008 and all these things.

1:01:25I wanted to write a history of like, what did everyday people try to do to get ahead? And usually, back to our point about what's the number, their rich was very different and they were very happy to get there. And I mean, sure, you move the goalposts and now you want the different, you know, handbag or car or whatever. But like, usually there was a sense that you had made it far enough and that you could be happy with that kind of one lifetime gain for you and your kids. And I think that's the pursuit of most middle, most of middle America are trying to get ahead to a certain point that they'll, to use the Supreme Court definition, know when they see it.

1:02:00And that's not what traders are after. Traders, and I've met some traders through the years, like they're gamblers. Like they'll tell you they're gamblers. Their favorite books are almost always not about the market. They're almost always biographies or autobiographies of gamblers and card players. So, which is actually a really good tutoring for how to get into trading. So yeah, their obsessions are different than most people's.

1:02:25James Altucher:Joe Joseph Moore, author of How to Get Rich in American History. There's so many stories in this book, by the way, that we didn't even touch upon. It's like a really great book, a really great read. and the subtitle I'll say is, because I always forget the subtitles, 300 Years of Financial Advice That Worked and Didn't. Really great book, really enjoyable and really valuable lessons ultimately on kind of like the history of money. It reminds me a lot of Morgan Housel's Psychology of Money and Morgan's been on this podcast as well. Really important addition to anyone's library about money and financial freedom and independence.

1:02:58James Altucher:So thank you for writing it. Thank you for coming on the show. What are you working on next? What are you working on now? James, thanks for having me. I've really enjoyed it. So about once a month, I try to write an essay kind of in the same vein, right? Like, so I'm working on one on index and like how have index funds changed over time that we don't think about. I wrote an essay called I Wish I Were Poor about the housing crisis because I have a lot of real estate and I wish I kind of owned a slice of a bigger pie. So I just try to write essays like that that are thoughtful use of how can history help you understand the financial present.

1:03:26Josephmorebooks.com is the sub stack.

1:03:28James Altucher:All right, excellent. Well, thanks for coming on the show. I really appreciate it. Thanks, James. Really enjoyed it. Look forward to the next time.

1:03:58The Matrix Trilogy Welcome to the real world.

1:04:05James Altucher:Mean Girls. Shut up. Titanic. I'm the king of the world! And so much more. For Showtime's, press nothing. They're free 24-7. That is so fetch. On Pluto TV. Stream now. Pay never.

From the publisher

A Note from James:

In 1790, one of the easiest ways to get rich in America was the old-fashioned way: marry someone rich.

George Washington did pretty well that way. Benjamin Franklin, meanwhile, was so deep in debt that he offered to marry a woman if her parents would mortgage their house to pay off his printing press debt. When they said no, he married someone else who had money.

And back then, debt was not just annoying. It could land you in debtor’s prison. Actual prison. And not just you—your wife and kids could go too.

Fast-forward to the 1900s, and most Americans still were not buying stocks. Only a tiny percentage owned shares. Everyday people were gambling, playing the numbers, using dream-interpretation books to decide what lottery number to play, and trying to find some edge that would move them a little closer to security.

My guest today, Joseph Moore, literally wrote the book on this: How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t).

The book is full of strange, funny, surprising stories about money in America: Franklin, Washington, debtor’s prison, the Great Depression, bucket shops, real estate booms, FIRE, crypto, debt, index funds, and all the scams people keep falling for.

But the bigger lesson is that the basic patterns have not changed as much as we think.

People want security. People want freedom. People want hope. People want a way out. And whenever there is hope, there is usually someone selling a formula.

Joseph has very little patience for the usual personal finance myths. Debt does not make you rich. Opportunity makes you rich. Real estate is not always a magic wealth machine. The stock market was not designed to be everyone’s retirement plan. FIRE can work, but it can also become the CrossFit of personal finance. And optimism, marriage, mobility, risk, and solving other people’s problems may matter more than almost anything else.

If you think the rules for getting rich have changed completely, this conversation may convince you how little human nature has changed.


Episode Description:

Joseph Moore joins James to talk about the long, strange history of getting rich in America.

His book, How to Get Rich in American History, looks at 300 years of financial advice—what worked, what failed, what people kept repeating, and what today’s money culture keeps forgetting.

The conversation starts in 1790, with George Washington, Martha Washington, Benjamin Franklin, Stephen Girard, debt, leverage, and debtor’s prison. Joseph explains that many early American fortunes were built through risk, borrowed money, marriage, luck, and then—critically—de-leveraging over time.

That becomes one of the core lessons of the episode: debt does not make people rich. Opportunity does. Debt is only a tool that allows someone to grab more of an opportunity than they otherwise could. But if the opportunity is not real, or the person cannot handle the risk, debt destroys them.

James and Joseph then move into real estate. Joseph argues that real estate is a good way to build a modest middle-class fortune, but not usually the path to the biggest fortunes. In modern America, he says, real estate often functions as a short on the dollar, an income annuity in a low-dividend world, a tax shelter, and a way for ordinary people to use leverage they could not access anywhere else. But that does not make buying a house automatically smart. Renting versus buying depends on age, mobility, location, family needs, inflation, taxes, maintenance, transaction costs, and opportunity cost.

The conversation then turns to the stock market. Joseph challenges the usual historical charts that claim anyone could have invested a fixed sum in 1929 and held forever. Most Americans could not invest that way. There were no index funds, mutual funds had high fees, and buying an index directly required enormous capital. Instead, everyday people went to bucket shops, bet on price moves, played the numbers, and treated gambling as a kind of financial hope.

James and Joseph also discuss passive investing, shadow indexing, the rise of ETFs and 401(k)s, and the way the stock market has become a mass retirement promise. Joseph points out that this is historically new. For most of American history, no ordinary person would have expected to retire on the stock market.

From there, the episode moves to FIRE: financial independence, retire early. Joseph has lived part of that story himself. He built enough wealth through rental real estate after 2008 to stop working for a period, only to discover that early retirement was not automatically fulfilling. He compares FIRE to CrossFit: extreme, demanding, sometimes powerful, sometimes injurious, and not a lifestyle most people actually want.

The final section asks the big question: What has consistently worked?

Joseph boils the lessons down to five pillars: solve other people’s problems, take risks, move toward opportunity, marry well, and believe you can. James adds that optimism matters because it keeps people in the game long enough to get more shots on goal.

The result is a conversation about money, but also about history, risk, luck, marriage, mobility, discipline, scams, and the difference between getting rich and staying rich.


What You’ll Learn:

  • Why early American wealth often involved marriage, leverage, luck, and risk.
  • How George Washington’s marriage to Martha helped fund the Washington we remember.
  • Why Benjamin Franklin’s public advice about debt did not match his own early financial behavior.
  • What debtor’s prison meant in early America, including the risk to families.
  • Why debt is a tool, not a wealth strategy by itself.
  • Why opportunity—not debt—is what actually makes people rich.
  • Why real estate can build middle-class wealth but rarely creates the biggest fortunes.
  • How buying a home can reduce mobility and opportunity, especially for younger people.
  • Why renting versus buying is situational, not a universal rule.
  • Why most Americans historically could not invest in the stock market the way modern charts imply.
  • What bucket shops and “the numbers” reveal about everyday financial hope.
  • How passive investing changed the purpose of the stock market.
  • Why stock-market concentration is not new, but mass participation is.
  • Why FIRE can work mathematically and still fail psychologically.
  • How older financial-independence stories often hid trust funds, inheritances, or outside support.
  • Why inflation is one of the biggest risks to early retirement.
  • Why getting rich and staying rich require different behavior.
  • Why successful people often take risk early and reduce risk later.
  • Why optimism is financially useful when it keeps people in the game.
  • The five recurring pillars Joseph sees across American wealth-building history.


Timestamped Chapters:


[05:00] How to Get Rich in 1790

James asks Joseph how someone got rich in early America, starting with George Washington, Martha Washington, and marriage as a financial strategy.

[07:24] Stephen Girard and Benjamin Franklin’s Debt

Joseph compares Stephen Girard’s leveraged rise with Franklin’s messy early business debts.

[10:29] Debt Does Not Make You Rich

Joseph explains that opportunity creates wealth, while debt simply lets someone reach for more of that opportunity.

[11:23] Debtor’s Prison Was Real

Joseph explains why failing in the 1790s could mean prison not only for the debtor, but for the debtor’s family.

[12:25] The Real Estate Myth

Joseph argues that real estate can build modest wealth, but rarely creates the biggest fortunes.

[13:43] Real Estate as a Short on the Dollar

Joseph explains modern real estate as an inflation bet, income annuity, tax shelter, and leverage tool.

[15:22] You Need an Edge

James argues that every bet has someone on the other side, which means investors need to know what their advantage actually is.

[16:18] Beating the Market, Missing the Moment

Joseph tells the story of shorting Jim Cramer stock pops, beating the market net of theory, losing to fees, and missing his daughter’s first steps.

[19:56] Shadow Passive Investing

James and Joseph discuss hedge funds, index tracking, fees, and the way much of Wall Street quietly follows the same big benchmarks.

[20:31] The Index Revolution

Joseph explains why Vanguard’s 1976 index fund changed investing for ordinary Americans—and why passive investing may create new structural risks.

[24:24] The Four Percent of Stocks That Matter

James and Joseph discuss stock-market returns, T-bills, concentration, and why a small number of companies drive most gains.

[25:16] The Second Bank Crash

Joseph compares modern market concentration to the 1830s, when the Second Bank of the United States made up a huge share of the stock market before collapsing.

[26:21] The Stock Market as a Retirement Promise

Joseph explains why turning the stock market into a mass retirement strategy is historically new.

[29:58] The Problem With “The Chart”

Joseph criticizes the classic financial-advisor chart that assumes someone in 1929 invested a large sum, held forever, and never touched it.

[31:17] Bucket Shops and Playing the Numbers

Joseph explains how everyday people used gambling, bucket shops, and lottery-like games as financial hope when stock ownership was out of reach.

[34:04] The Mean Moves Through Time

Joseph explains why history is not physics and why the “average” keeps changing as the economy changes.

[35:49] Renting vs. Buying

James and Joseph debate the homeownership myth, maintenance, taxes, transaction costs, mobility, family stability, and when buying can make sense.

[41:02] FIRE and the Question of Enough

James asks how much is enough in 2026, and Joseph explains why the answer depends on location, expectations, security, and lifestyle.

[44:24] FIRE as the CrossFit of Personal Finance

Joseph compares FIRE to an extreme discipline that can work for some people but injure others if they push too hard.

[45:38] Geoarbitrage and Selling the Dream

James and Joseph discuss moving somewhere cheaper, Instagram FIRE influencers, and the difference between living the dream and monetizing the dream.

[46:00] The Long History of Financial Independence

Joseph traces earlier versions of FIRE through Sylvester Judd, Thoreau, Emerson, and Helen and Scott Nearing.

[49:17] Inflation and the FIRE Risk

Joseph explains how Your Money or Your Life and bond-heavy financial independence strategies ran into changing interest-rate realities.

[50:23] Five Pillars of Getting Rich

Joseph lays out the durable lessons: solve problems, take risks, move more, marry well, and believe you can.

[53:43] Marriage, Optimism, and Staying in the Game

James and Joseph talk about supportive partnership, optimism, savings discipline, and why staying in the game increases opportunity.

[56:11] The Line Between Optimism and Recklessness

Joseph distinguishes productive optimism from gambling and explains why control over outcomes matters.

[58:28] Getting Rich vs. Staying Rich

Joseph explains why many wealthy people take risk early, then de-lever over time to keep what they built.

[01:00:00] Leverage, Trading, and the Guy Who Never Stops

James and Joseph discuss extreme leverage, Bitcoin futures, Jesse Livermore, gamblers, and why some people cannot walk away.


Additional Resources:

Joseph Moore - History Helps

How to Get Rich in American History - Book Page

How to Get Rich in American History - Google Books

Next Big Idea Club: “The Changing Rules for Getting Rich in America”

Fast Company: “How the rules of getting rich in the U.S. change with every era”

The Motley Fool Interview with Joseph Moore

Meb Faber Show Interview

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