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Jay Shetty PodcastJay Shetty Podcast

Scott Galloway: The ONLY Savings Strategy You Need To Get Rich In A Broken Economy

Financial expert, Scott Galloway breaks down the uncomfortable truth about what's really happening with wealth in America, and reveals the surprising strategy that could change your financial future.

Scott GallowayguestGreat Minds Jay ShettyhostJay Shettyhost
Feb 17, 20251h 29mWatch on YouTube

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Transcript

  1. 0:00 – 2:00

    Introduction

    1. SG

      If you're doing a lot of side hustles, it's very, very difficult to be great at your main hustle. The only way you're gonna build real wealth and economic security is to go all in on one thing. That is greatness. Focus. None of this matters, none of it means a [beep] thing if you can't have deep and meaningful relationships. Scott is a professor of marketing at NYU Stern School of Business. He's a best-selling author.

    2. JS

      He has earned a massive following through his lectures, podcasts, and YouTube channel.

    3. JS

      Scott Galloway. How do we rewire our relationship with money? Because most of us have a stressful relationship with money.

    4. SG

      I think we should have a class called Adulting in your senior year of high school that says, "My kid can do derivatives, but I just figured out he doesn't understand the interest rate on his credit card." If you wanna be good at money, put down the facade and start talking to people about their investments, how much money they make, what they do with their money, how they save money. Women are correctly and justifiably, especially young women, blowing by young men. They have more discipline. They have higher EQ. Quite frankly, they're just more mature. If you wanna score above your weight class economically or romantically, get out a big spoon and get ready to eat shit. Life isn't about what happens to you, it's about how you respond to what happens to you. What I tell young people is, "You can have it all, you just can't have it all at once."

    5. JS

      If you're actually getting into a committed relationship, how do we start having healthy and effective conversations about money?

    6. SG

      I think what really screws up relationships is not financial mishaps, it's...

    7. JS

      The number one health and wellness podcast.

    8. JS

      Jay Shetty.

    9. JS

      Jay Shetty.

    10. JS

      The one, the only Jay Shetty. [laughs]

    11. JS

      Why are 30-year-olds today earning less than their parents at 30, and what are the challenge that that will create in the future?

    12. SG

      Sure. So first off, that's the first time that's happened in our nation's history, and I think that is a fundamental breakdown in the social compact. If you were to reverse engineer to what is the incendiary

  2. 2:00 – 6:07

    Why Are 30-year-olds Earning Less?

    1. SG

      port on every social issue we face, which turns a small cut into an opportunistic infection, takes righteous movements, but turns them more angry, more polarized, I think it's that the compact is broken down. If your kids... If you play by the rules, you, you work hard, get some luck, the basic goal is that, or notion is that your kids will do better than you. And when your kids aren't doing better than you, it, it creates shame and rage all around the household. So I think this is really what, if you will, is kind of ground zero for what we need to fix in the United States. Now, why has it happened? The incumbents will say it's things like globalization or network effects or income inequality with technology. Sort of. But I would argue it's been a concerted effort by the incumbents who ultimately, um, understandably weaponize government and put in place, advocate for their own interests, and end up passing, uh, social and fiscal policies that essentially have transferred wealth from young people to old people. Let me give you some examples. The two biggest tax deductions are mortgage interest rate and capital gains. Who owns homes and stocks? People my age. Who makes all of their money through earned income and rents? People your age or people y- your staff's age. COVID, $7 trillion into the economy, 85% of it wasn't spent, and it was all debt fueled. So what did that do? Most of it ended up in the market, which sent housing prices and stock prices skyrocketing. It's great if you own a house, it's great if you're an incumbent, it's great if you already have stocks. But if you're trying to get into the market, it just take, took up the price of everything. We need churn. When you bail out the baby boomer owner of a restaurant, all you're doing is robbing opportunity from the 26-year-old graduate of a culinary academy that wants her shot. The reason I'm, I get to live the life I lead and I have economic security is that in 2008, we bailed out the banks, but we didn't bail out the economy. And Apple, Amazon, and Netflix, uh, were trading at somewhere between 8 and 12 bucks a share each, and I, I was coming into my prime income earning, earning years. I bought those stocks, and now they're somewhere between $180 and $700 a share. Where does a young person find disruption and churn? Because the general viewpoint now is that a virus killing a million people would be bad, but baby boomers getting less wealthy would be tragic. So we borrow the young person's credit card, we run it up, and we flush the market with capital and liquidity and bail out the boomers. Also, we have a system that is, the demo in Democratic is a little bit, is part of the problem in that old people keep voting themselves more money. 40% of all government spending goes to people over the age of 65. It's gonna be over 50%. Right now, currently, the average 70-year-old is 72% wealthier than the average 70-year-old 40 years ago. The average person under the age of 40 is 24%, uh, less wealthy. So there's this trope that young people are entitled. I believe they're entitled to be enraged, and that is pretty much every major fiscal policy is a transfer of wealth from young income earners to either older people or owners. So earners to owners, young to old. And as a result, it's working. It's champagne and cocaine for people my generation. Not to say they don't have problems, but young people are really struggling. Education's more expensive, and I'll wrap up here. Housing's more expensive. So the primary means of starting to form a household, the primary lubricant of upward mobility education, have exploded in cost. So I think they're, I think they're right to be really upset, and I think it creates dissent and polarization and anger across our society.

    2. JS

      Looking at life as things we can control and things we can't control, and hearing that there's valid reasons to be upset, to be angry-

    3. SG

      Sure

    4. JS

      ... to feel pain What can an individual do today in order to transform that for themselves?

    5. SG

      Well, there's things on a macro level. I mean, the first is, and it sounds stupid, but vote, right? Vote for people who are gonna

  3. 6:07 – 10:52

    What Can They Do To Change This For Themselves?

    1. SG

      have some sort of fiscal responsibility. Vote for politicians who are gonna do things like a child tax credit. Um, vote for people who are gonna try and, uh, create more housing permits so there's more housing. If you're a graduate of an elite college that's grown its endowment forty-fold, Harvard, but it's only increased its freshman class 4%, realize that firm or that organization is no longer acting like a public servant, they're acting like a luxury brand. My industry is really guilty of this. When I applied to UCLA just down the street, or down the hill, the admissions rate was 76%. Now, the admissions rate is 9%, and people my age like that because it's taken the value of their degree up. But how many times, Jay, have you heard people say, "I wouldn't get into the college I applied to if I applied to now"?

    2. JS

      Mm-hmm.

    3. SG

      Well, that means your daughter's not getting in. So we need to do everything we can to try and counter this rejectionist LVMH exclusionary strategy that has benefited the incumbents. On an individual level, you still have as much or more agency in America as a young person than any young person anywhere in the world. You might argue, well, maybe someone with a good education in India with the kind of uptraft of the growing economy there. But on average, you know, you really wouldn't want to trade places with any other young person. And while things are maybe more difficult for young people than they were for my generation, especially my demographic, a white heterosexual male born in California in the sixties kind of hit the lottery, right? Free education, came of age during the internet. But I do think young people in America have it better or have more agency than almost any young person in the world. And w- you know what it is. It's about getting certification, it's about being kind, it's about making alliances with people, it's about workshopping your twenties, it's about trying to find something you're good at could... that you could be great at. Um, it's a lot of hard work. It's putting aside certain myths around, in, in my opinion, balance. I, I, yeah, I, I can just tell y- y- there were ten or twenty years in your life where I'm guessing you did pretty much nothing but work. There's not... It's not easy in a competitive economy to be, be outstanding. And then surround yourself with people who make you feel good about yourself, make sure that you're always mentally fit, and then make small investments when you're young, both in terms of taking three, five percent of your income when you're a young person, putting it out of your hands into low-cost index funds such that when you're my age, even if you don't go double platinum or have a hit podcast, you're still economically secure. And also make those types of little investments in relationships because there's a trope or a myth that very successful, very wealthy people crawled over other people, this populist Bernie Sanders, Elizabeth Warren argument. It's not. The majority of very exceptionally successful and wealthy people are generally, generally, Jay, high character people. Because the best way to get ahead is to put yourself in a room of opportunities, even when you're not in that room physically. You want to be the guy or gal that people talk shit about positively behind your back, right? You want to be the person that thinks, "Oh, my firm is hiring, and I know Jay's looking for a job, and I like Jay. I'm emotionally invested in his success. I'm gonna put him in a room full of opportunities." So just as we talk a lot about the power of compound interest and how $1,000 at 22 can grow to be $80,000 when you're my age, small acts of kindness, looking out for people, trying to do them a solid, staying in touch, recognizing that they... You know, "Are you all right?" "Yeah, I'm fine." "No, really, are you all right?" Those types of investments... I just went to a 60th birthday of two good friends who are my roommates. We met when we were 17 and 18, freshman year UCLA. And just like the, the affection, the bonding, the joy we've, we've, uh, registered over the last 40-odd years, you know, it's just so incredibly rewarding. And I, I w- instinctively, not strategically, but instinctively made those types of investments when I was a young person.

    4. JS

      Mm. And, and also just now, Scott, for everyone who's listening or watching, Scott turned up at my house and saw Amazon deliveries outside and carried them [laughs] into the home, talking about high character and being thoughtful and sweet. I was very touched by that. You know, you, you definitely didn't have to do that, and you went out of your way-

    5. SG

      My pleasure

    6. JS

      ... to pick them up. And so you, you definitely practice what you're preaching right now.

    7. SG

      Oh, thanks for saying that.

    8. JS

      No, of course, of course. I, I genuinely recognized it. But I want to talk about both. I want to talk about the softer-

    9. SG

      Yep

    10. JS

      ... internal mindsets and habits that you're speaking about. I also want to talk about the more strategic, systematic-

    11. SG

      Yeah

    12. JS

      ... focuses people can do. Let's, let's start with the, the more tangible. I was talking to my team about this before you came because I love getting into everyone's heads about what's everyone worried about, what's everyone struggling with, what are we thinking about? And one of the big things that came up was, "I don't know how to save."

  4. 10:52 – 16:19

    How Do I Save?

    1. JS

      Like, a lot of young people say this to me today.

    2. SG

      Yeah.

    3. JS

      Like, "I don't even know what saving means-"

    4. SG

      Yeah

    5. JS

      ... "anymore."

    6. SG

      Yeah.

    7. JS

      They've not been trained in it. Their education system let them down. Maybe their parents keep saying, "Save, save, save, save, save," but their consumption is high.

    8. SG

      Yeah.

    9. JS

      If someone's thinking about saving today, how do they create a framework for healthy and realistic saving?

    10. SG

      Well, the first thing, you have to have something to save. There's just no getting around it. You've got to be able to make money, and the best way to make a lot of money is by starting and making a little bit of money. I coach a lot of young men, and typ- typically what I do on the first meeting is I tell them to unlock their phone and I say, "I'm not gonna judge you. You know, I'm on TikTok. I watch porn. I'm not, you know, I'm not easily offended here, and we're gonna find eight to ten hours a week out of your phone." And it's ridiculously easy with young men to find eight or ten hours on their phone, between Robinhood, Twitter, what, what have you, and we reinvest it. And the first thing is we gotta figure out, okay, for me, it's physical fitness. Right away, we're gonna spend two to four hours a week getting strong. Especially I coach mostly young men, but I think one of the keys to mental health Is feeling as if when you're a young man that you could walk into any room and if shit got real, kill and eat everybody or outrun them. I think that should be your goal. I think it's instinctual. I think it'll make you feel strong. I think it'll m- make you feel kinder. The people who break up fights at bars are usually big, strong men. The second thing, you have to start making some money. I don't care if it's flipping on your smartphone to be a Lyft driver or a TaskRabbit, going to CVS and stocking shelves. Even just a little bit of money gives you a taste for the flesh of money and gets you thinking about different ways to make money. And capital in a capitalist society is intoxicating. So we have to figure out a way to start making some money. Once we start making some money, and we have a salary, and we work at an organization, 98% of people will spend everything that comes through their hands, right? It just... You live in a society where there are the most impressive people and the most impressive technology ever in the history of our planet have one mission, and that's to figure out a way to present you with the ultimate offer at exactly the right time. "Oh, heading to Cabo for a, a girls' weekend? Wouldn't you like to upgrade from economy to economy comfort?" "Oh, only two of these rooms left. How about upgrade now to the special spa package?" "Oh, you just bought a pair of On running shoes. What about these Bombas socks?" It is nearly impossible for a young person to save money if it comes through their hands, if they get their hands on it. You wanna figure out a forced saving. So everything from, like, the Acorns app that rounds up and puts the money automatically into a low-cost index fund. Find out what government programs there are in your nation that where if you sign up, the money's taken out of your check, maybe it's matched by the government, maybe it's matched by your employer, 401 (k) , IRA, Roth. First thing you do, find someone smart at your company, talk to your tax advisor, go on AI and say, "What forced savings mechanisms are most tax advantage that I can participate in at an early age?" Because you really just need to take somewhere between, call it 3 and 5% of your income if you start when you're in your 20s. And in the UK, they round up from £4,000 a year to 5,000. There are tax-deferred programs here such that you don't get clipped 20, 30, 40% each year. So the first thing is, I gotta start making some money. The next thing is, I'm gonna lean into my advantage. Your advantage when you're young-- Everyone has capital. When you're young, you have more human capital, you have more time than financial capital. So I'm gonna lean into that advantage. And if I can just figure out the discipline of getting 1,000, 2,000, 5,000 bucks a year into one of these programs, I'm not gonna touch it, I'm not gonna think about it, I'm not gonna trade. I'm gonna focus on what I'm good at. By the time you're my age, you're gonna be fine. But the easiest way to do that is a forced savings plan. You have agency. Make some money, and immediately, I don't care if it's you start off making a couple grand a month as a TaskRabbit or whatever it might be, I'm gonna take 2 or 3% of it and find a program such that it never gets into my hands and goes into a low-cost, diversified index fund.

    11. JS

      Should younger people today even aspire to own a home, or is the American Dream, that version of it, dead?

    12. SG

      The goal isn't to be rich. Rich is the things you see. Wealth is what you don't see, and this is what wealth is. Ideally, it's by the time you're 40. It's usually not. But it needs to be by the time you're 65 or 70, because that, that release of, of economic anxiety frees you up to focus on what is really important, and that is deep and meaningful relationships.

    13. JS

      One of the things I love you talk about in the book, The Algebra of Wealth, is you talk about the challenge we have with our goals. The first is we set unrealistic goals, and then they're super long term.

    14. SG

      Yeah.

    15. JS

      So we say things to ourselves like, "Well, in the next 12 months, I'm gonna save $12,000," and it's like we've never even saved $500.

    16. SG

      Yeah.

    17. JS

      And, and you talk about this need to set a goal of like, "This is how much I'm gonna save this month."

    18. SG

      Mm-hmm.

    19. JS

      Like, "This is where I'm gonna start." And it's so interesting you talk about time and your work with young men because I think time is so interesting because I think today most people would rather finish their workday, and we'd love to just switch on a show-

    20. SG

      Yeah

    21. JS

      ... or doomscroll on TikTok.

    22. SG

      Yeah.

  5. 16:19 – 22:39

    What Blocks Us From Making Money?

    1. JS

      And so there is more time that could be engaged in creating other revenue streams, et cetera. But what is really blocking us from doing that? I think everyone knows they have time, they know they wanna make more money, but there's something there that's just blocking us from getting activated. What have you found that is?

    2. SG

      So I can't speak for the whole population, but generally speaking, the lack of executive function that is-- The part of the brain that controls that is the prefrontal cortex, the kind of gas on, gas off. The part of the brain that says, "Stop playing video games and start studying." That is maturing later and later in boys. It's somewhere between 12 and 18 months behind, uh, young women. So in many ways, a senior in high school, a woman who's applying to college and a young man who's applying to college, senior in high school, the woman is competing against a 16-and-a-half-year-old. And as a result, fewer and fewer men are going to college. And m- we're in an economy where forty years ago, one in three jobs needed a college degree. Now it's two in three. Women are correctly and justifiably, especially young women, blowing by young men. Uh, they have more discipline. They have higher EQ. Quite frankly, they're just more, more mature. I say this in my own company. I have a lot of young people, disproportionate amount of young people working in my organization. There's some very talented young men, but I would describe them kind of as dopey, almost a little boyish. I have some young women in my firm who could be the junior senator from Pennsylvania. Women are just maturing, uh, earlier. So there's certain biological things that get in the way of men having executive function. I also think that there's so much temptation. I think there's a little bit of belief of kind of YOLO, you know, this is it, live for today. I also think it's harder for them to save just 'cause everything's so goddamn expensive.

    3. JS

      It really is.

    4. SG

      So it's discouraging for them. It's like, "Okay, I'm working my ass off, and I can barely pay for my, barely pay for my rent." So just as a-- this is anecdotal evidence, but it largely represents the economy. When I got out of business school The average salary was 100 grand. You know, I went to a, quote-unquote, "elite business school." I went to the Haas School. The average house in San Francisco cost $280,000, so 2.8 times the MBA salary. Now, the kids at Haas, still an elite business school, incredible compensation, average 200 grand right out of business school. But the average home in San Francisco is 2.1 million. Why? Because as soon as you have a house, you become very concerned with traffic, and you start showing up to local review meetings and making sure no new housing is built, which is great if you already own a home, going back to the rejectionist strategy. But it's almost impossible now. It's almost like saving for a home is out of my reach. The travel industry has boomed, and my thesis is that you have millions of young people who are going into their mating years and decided, "Let's save for a house. Let's save for a house." Then pre-pandemic, a house is 290K. Post-pandemic, it's 420. Interest rates from, from 3% to 7%. Average mortgage went from 1,100 to 2,200. All of a sudden, the American dream has become a hallucination, a fantasy. "Fuck it, I'm getting a backpack, and I'm gonna do an Airbnb in Bangkok." And travel stocks, hotel stocks, airline stocks have all boomed because I think young people have given up on the American dream of owning a home. But circling back to your question, it's, I think, recognizing you have agency, realizing that this is hard. It's hard work. You're working in an economy. Build a kitchen cabinet of people who can advise you. It's very hard to read the label from inside of the bottle. Uh, you gotta work hard. There's just no getting around it. I don't care how talented you are. Beyoncé works her ass off. I mean, it just-- people who wanna be successful and influential have to work, work, work really hard. And then what I would also say is that forgive yourself. My first job out of college was investment banking. I hit the lottery. Everyone was super impressed. I hated it, and I wasn't any good at, good at it, and within two and a half years, I was back living at home with my mother, unemployed. That almost kind of devastated me [chuckles] but I would-- my, my kind of success comes from my ability to endure rejection and move through it, to mourn and move on. So if you're in your 20s and you're thinking, "I'm not making a lot of money. I'm having trouble, like, having a nice life. I'm, I'm not entirely sure what I wanna do," then you are exactly where you should be. Your 20s are for workshopping. Forgive yourself, but keep trying. Reach out to people for help. Show up. Get the easy shit right. Show up early. Be courteous. Be kind. You know, think about, "How do I get more certification?" And then the moment you lock in on something that you're good at and could become great at, go all in on it. And I come from the attitude, I'm assuming people want real economic security. Some people say, "Scott, I'm not like you. I don't wanna live to work. I wanna work to live." Fine. But have an honest conversation with yourself around what you need to make to have a reasonable life. If you wanna live in LA and you wanna have a nice lifestyle, you just have to make a shit ton of money. There's just-- That's just the reality. But if you say, "I'm not all about work," then fine. Do you wanna move to Santa Clarita, or do you wanna move to the Inland Empire, or do you wanna move to somewhere in Oregon? Fine. But y- have a sober conversation with yourself. What are your expectations, and realistically, what kind of commitment and trade-off are you gonna need to get there? What I tell young people is you can have it all. You just can't have it all at once. I have amazing balance right now, and b- looking around, I think you do. But that's because I had almost none in my 20s and 30s.

    5. JS

      [chuckles] Yeah.

    6. SG

      And I, I don't-- You know, this whole life, I, I don't know much about you, but the life I lead now when I'm in LA, I didn't even know it existed in my 20s.

    7. JS

      Same.

    8. SG

      Because I'm like, "I need to make money, and I, I'm not, I'm not exceptionally talented, so the thing I can control is how hard I work." And there's no getting around it. It'll cost you some relationships. Uh, it cost me my hair. It cost me my first marriage. And this sounds crass, but it was worth it because now that I have kids, now that I'm older, I have a lot of balance. So it's a sober conversation. It's a kitchen cabinet. It's forgiving yourself. It's trying to find something you're good at. It's a lot of things. More than anything, more than anything, forgive yourself. If things aren't working out in your 20s, boss, that's where you should be. It-- very rarely do people come right out of college and go like this.

    9. JS

      [chuckles] Yeah.

  6. 22:39 – 25:02

    Should Young People Aspire For The American Dream?

    1. JS

      So well said. So much to unpack there, Scott, and thank you for kind of giving us so many points to check with. The first thing I wanna ask you is, should younger people today even aspire to own a home, or is the American dream, that version of it, dead?

    2. SG

      It's situational. First off, keep in mind the term the American dream was invented by the National Realtors Association and the Real Estate Association that wants to keep pumping up the price and the commissions on homes. If you live in a place like Los Angeles, where I believe, quote-unquote, "the yield," that is the ratio, the cost to rent something relative to the price to buy it, it actually makes more financial sense for most people to rent here.

    3. JS

      Mm-hmm.

    4. SG

      Makes sense for most people in New York to rent. You're in St. Louis, you're in, uh, Lansing, Michigan, it probably makes sense to try and save some money and buy and take advantage of first-time home buyers credits, what have you. So you wanna find someone who, quite frankly, if you're not good at math, is better at math than you and say, "Does it make sense for me to buy a home?" Because you might be better off. The co-host of my podcast, Raging Moderates, is a very successful woman. Her name's Jessica Tarlov. She's the Democrat on the most popular cable news channel, uh, show called The Five, right? It's four Republicans and Jess. And she makes really good money. Her husband makes really good money, and they've decided not to buy in New York because they think putting the money in the market will give them more financial security. So greatness and great decisions are in the agency of others. I would talk to people, but don't feel as if you're a failure if you don't own real estate, because real estate right now, as a percentage of GDP, as a multiple on rents, is at historic highs, meaning that you really don't wanna be house poor. You really don't wanna go all in because the National Realtors Association is telling you you're a failure if you don't own a home, because the last thing you wanna do is just have no money for nothing else. The market corrects and your house isn't worth the debt on it. That is devastating emotionally and financially and from a credit standpoint. So it's situational. Um, at the same time, there's no getting around the psychic-- there is some psychic income. I remember, you know, before I got married and I was thinking about I wanted to commit to somebody. You buy a house, you get a dog. It's sort of these emotional commitments, and also it's, there is a certain pride of ownership. I think it's situational, where you are in life, how much money you have, the city you're in. But buying

  7. 25:02 – 31:35

    Financial Security: What To Pursue

    1. SG

      a home is meant to be an enhancement to your life. It's not a suicide pact, and it may not, may not be right for everybody.

    2. JS

      Yeah. I think what it gave people as a symbol was something to pursue, right? We started talking about you go to college, you get a degree, you get a job, get married, you get a house-

    3. SG

      Mm

    4. JS

      ... you have kids. Like, it became one of those tent pole things.

    5. SG

      That's right.

    6. JS

      And so now when you take it out, it's almost like what should people be pursuing, right? If you got married, you got a good job, you're working, you're with your partner, it's almost like people think they have to pursue. It's almost like the assumption that you have to have kids. It's the same assumption of, "Oh, well, we have to buy a house."

    7. SG

      Yeah, yeah.

    8. JS

      So what should people pursue instead financially when it comes to financial security?

    9. SG

      The goal is, um, what I'll call wealth. The goal isn't to be rich. Rich is the things you see, wealth is what you don't see, and your pursuit should be wealth or economic security, and this is what wealth is. Wealth is having passive income that's greater than your burn. Uh, two examples. I have a buddy who runs M&A for a bulge bracket investment bank, makes between three and ten million dollars a year, depending upon the market. Because it's all current income, he pays fifty percent taxes between his ex-wife, his home in the Hamptons, and his master of the universe lifestyle that he feels he deserves. He hasn't saved a lot of money, and he spends most of it, and I know that firsthand, he has a lot of sleepless nights wondering what happens if the music stops. He is not, he is not wealthy. My father, who is ninety-four, between his pension from the Royal Navy, Social Security, and he owns six washing-- washer-dryer machines in trailer parks where he goes and collects the money with his walker. He makes fifty-two thousand dollars a year. He spends forty-eight. So he is saving money despite the fact that he's not working. So his passive income is greater than his burn. He is wealthy. So you wanna put yourself on a track to being wealthy. You wanna say, "Realistically, I can control how much I spend." I just c- I've been coaching this couple living in San Jose, and they're in their late fifties. I talk a lot about young people, and they say, "Scott, we're in our late fifties. What do we do?" "How much money do you have? What's your house worth? Da, da, da." And by the time they're sixty-five, they're not going to have enough passive income to pay for their lifestyle. I said, "Well, let's lean into our strengths here. Why are you in San Jose?" And they said, "Well, we've always lived here." I'm like, "Well, okay, your kids are gone, and you've just mentioned you go to Costa Rica twice a year. Why wouldn't you try and cut your burn forty, forty percent and move to Costa Rica and take that economic pressure away and sell your house here? I think your kids would love to come visit you in Costa Rica." So the question is, put yourself on a path using basic math and what you really think you're gonna need in terms of passive income, such that at some point, ideally, it's by the time you're forty, it's usually not, but it needs to be by the time you're sixty-five or seventy because that, that release of, of economic anxiety frees you up to focus on what is really important, and that is deep and meaningful relationships. So the reason why I am so much happier over the last ten years than I was kinda the first forty-five years of my life is that economic stress was always there for me. I was raised by a single immigrant mother who lived and died a secretary. I felt like there was a ghost following us around telling us we weren't worthy 'cause we didn't have money. Between college, student loans, the dot bomb crash and the great financial recession, I just never had enough money to have passive income such that I was done. Most pe-- and a lot of people never get there. I got lucky. I sold my last company about ten years ago for a lot of money. Now, unless I really screw up again, which I've done a couple times, I can focus on my relationships. The, the resting blood pressure of a child in a, in a low-income home is higher than the resting diastolic blood pressure of a kid in a middle or upper-income home. I think the majority of divorces are not a function of infidelity or a lack of shared values. It's those things, one or more of those things might happen, and then the, again, the incendiary on it is financial stress. Two-thirds plus of, of, uh, divorce filings are from women, and we don't like to say this because we like to assume all men are predators and all women are virtuous. But when a man is under financial stress, the reality is he becomes less as, less attractive as a mate, and that can lead to real stress in the relationship. So what you wanna pursue if you're not pursuing a home, you wanna put yourself on a path. You wanna get alignment with a partner. You wanna track your spending and put yourself on a path to some level of economic security, of wealth by, say, the time you're sixty-five. And if you're young and you're killing it, instead of buying a bigger flat screen or a bigger TV or maybe a bigger house, say, "Well, what if I started saving ten, fifteen, twenty, thirty percent of my salary and I got wealth by the time I'm forty or forty-five?" 'Cause to be in America, young and healthy, and have passive income that's greater than your burn, you're just gonna have a wonderful life. So it's not acquiring anything. It's getting to a point of economic security or wealth, and that's a function of two things: how much money you make such that you can save. Key to wealth is not how much you make, it's how much you save, and also the thing you can control is your burn. You know, I have a friend who ran a hedge fund, it closed down. He makes good money, but not great money. Living in Tribeca with three kids, needed a million bucks a year to live that life. Moved to Portugal, lives an amazing life with a beautiful home, great food, childcare, great education on four hundred grand a year. I mean, these are, these are problems of privilege, but that has taken the world of stress off his shoulders. He now needs to make a very good living, not an outrageous living. So, but surround yourself with smart people who can help you make these decisions, but wealth is passive income that's greater than your burn. First off, recognize the majority of people telling you to follow your passion are already rich, and they made their billions in iron ore smelting. This is your job. Your job is to find your talent. I have had a lot of women tell me they're not interested in dating me. I have sent out thousands of emails to potential clients for my strategy firm. I have pitched hundreds of venture capitalists on my way to raising money. And the reason

  8. 31:35 – 38:03

    Rewiring Your Stressful Relationship With Money

    1. SG

      why I am wealthier than your average bear and, and get to spend my life with someone who on a risk-adjusted scorecard is exceptionally higher character and much more attractive than me, is because I was never afraid to endure rejection. And we gamified saving money. We, and we had a whiteboard, and we literally made a game out of it. In the summer of 1985, I survived for twelve weeks on seventy-eight bucks a week, including rent. Because if I didn't save three thousand bucks by the fall, I wasn't going back for my senior year in college because I didn't have wealthy parents.

    2. JS

      Do you want healthy, great looking skin without spending a ton of time on it? If you answered yes, and let's be honest, who wouldn't? Dove Men Plus Care Body and Face Scrub is your ultimate hack for effortless skin care. When I say hack, I mean it. This scrub does it all. Exfoliates, cleanses, and moisturizes all in one simple step. No extra steps, no hassle, just better looking skin made easy. Plus, it's made with natural essential oils. It's vegan and free from parabens and sulfates. Designed specifically for men's skin, so it does exactly what you need it to. The best part? It's easy. Your skin will look better, feel better, and it won't take up more than a moment of your day. Just hack your grooming routine and add the Dove Men Plus Care Scrub into your shower. When you bring up the word money, most of us kind of go blank-faced.

    3. SG

      Yeah.

    4. JS

      We, we wanna reach for a stress ball. We kind of... You can just sense that it's uncomfortable to talk about it because we're almost reminded of all the bills stacking up and all of our expenses, and we spent too much on TikTok Shop this week, and, you know, the reality hits, and we kind of don't wanna talk about it, don't bring it up. How do we get out of that stressful wiring? And, and you talked about it even there with your background. Like, I grew up in a family where we didn't have the healthiest relationship with money because we never had enough.

    5. SG

      Yeah.

    6. JS

      Or we always had just enough, and that was good enough.

    7. SG

      Yeah, yeah.

    8. JS

      And that was always like, you know, you're just looking at your bank balance sitting at zero all the time. Like, how do we rewire our relationship with money? Because most of us have a stressful relationship with money.

    9. SG

      Well, when you think about how they, how they help people who are depressed, it's a combination of talk therapy and, if needed, some sort of, you know, pharmaceutical intervention. I think mental illness or mental unwellness around money, I think we absolutely need to, one, have more financial literacy. I think we should have a class called Adulting in your senior year of high school that says, "My kid can do derivatives, but I just figured out he doesn't understand the interest rate on his credit card." So young people need s- a certain level of financial literacy. Also, I encourage them to talk about money with their friends. It's especially hard for men. Women are disproportionately evaluated based on their aesthetics. Men are disproportionately evaluated based on their, uh, economic vitality. So for a guy to say, "Hey, do you... You know, I lost a shit ton of money in the market. Do, do, should I sell it? Do I get a tax write-off?" That connotes weakness. They're worried that they're less attractive. There's actually something very British that you might relate to, and that is British people, the best grade I understand in Britain that everyone wants is you get really high marks but really low effort scores.

    10. JS

      [laughs]

    11. SG

      You're supposed to be accidentally rich. "I, I'm so, I'm such a baller, and I'm so great at what I do that I just accidentally slipped and fell on a ton of money." No, it's work. You gotta think about it. You gotta talk about it. So I encourage people to talk to their friends, and if you're comfortable, "This is how much money I'm making. This is how much I'm saving. This is... You know, taxation is really important. Well, what if I move to Florida? How much money would I save? You know, what-- If I buy a house now, I heard there's something called ten thirty-one exchange where I can roll into my next property tax-free." Talk about money. Get, get really good at it. Roger Federer, do you think he never talks about tennis? Talks about it all the goddamn time. You-- Do you wanna be great at money? Most people say, "Yeah, I wanna be great at money." Is anybody great at anything? If I'm, I-- If I wanted to be an amazing evolutionary anthropologist, would I never talk about it? Would I never bring it up in conversation? Would I never wanna talk to other people about evolutionary anthropology? If you wanna be good at money, put down the facade and start talking to people about their investments, how much money they make, what they do with their money, how they save money, what they do to try and limit their spending. I talk about stoicism. See if you can find a practice where you get reward or a dopa hit from exercise or relationships. Gamify saving money. My junior year at UCLA, I was in a fraternity with mostly wealthy Jewish kids from the fa-- uh, from the Valley, and there were five or six of us out of a hundred and twenty guys, and everybody knew who we were. We didn't have any money. We were always late on our house bills. Everyone knew, "Oh, those are the poor kids," right? And one summer, we all lived in the same apartment building, and we gamified saving money Who-- And we had a whiteboard, and we literally made a game out of it. In the summer of 1985, I survived for 12 weeks on 78 bucks a week, including rent. Because if I didn't save 3,000 bucks by the fall, I wasn't going back for my senior year in college because I didn't have wealthy parents. And if you can gamify saving money with a partner, especially a romantic partner that you can be totally transparent with, God, that's powerful.

    12. JS

      Mm.

    13. SG

      We're building something. We're gonna save a ton of money. Can we save five or 7,000 bucks this year together, and it's gonna be 8,000 next year, and then it's gonna be nine? And with compounding, in five or six years, which will go really fast, we have 60, 80, 100 grand. And having kids is, I think, the most rewarding thing it has been for me. I was-- I didn't plan to have kids, but it was having kids with someone else and, and raising what feel like pretty good citizens. But a close second was building economic security with someone else. We had total alignment, right? We're gonna save. We were transparent around our expenses. We were generous with each other. "Oh, no, you should do that." There's a very unhealthy dynamic sometimes in relationships, and this is sexist, but I found it to be true, where the dude uses money to control his spouse, and the spouse turns it into a game of how much money she can spend without him knowing. And fortunately, that's getting flipped a little

  9. 38:03 – 41:03

    Communicate About Money In Healthy Relationships

    1. SG

      bit, or it's equalizing because me- women are doing so well. Women under the age of 30 are making more money in urban centers. More single women own homes. But there's still, in my generation, this very weird dynamic between the sexes and money. But going back to your original question, talk about it. Understand it. If you wanna be good at it, you gotta get literate at it, and you wanna bring it up with your friends, and you're gonna start learning. I spend four hours a week probably talking to other people about my economic well-being, what tax loopholes there are, where I should be investing. I have a lot of real estate. When interest rates come down, at what point do interest rates get low enough where I should be pulling a second out and putting it in the market, knowing if I have a 10-year mortgage over 10 years, the market's usually up about seven to nine percent a year. Does that make sense, right? Think about it all the time. You're the average of your five friends. You've seen that study, body mass, politics, sports teams. But what's more interesting is one of those five people will be more economically secure, much more economically secure than the other four, despite not making a lot more money. You wanna know those behaviors and those characteristics, and you wanna model that person. But this is something we all need to be more open about. It doesn't make you less of a man. You're not supposed to have a lot of money when you're young. Everybody screws up. I've been broke twice. In my 40s, I was broke, and that was really... I was too ashamed to admit that to anybody else. It was like, "Well, you're supposed to be smart and great at what you do," right? So I think being a little bit more vulnerable, being open about it, and getting tips and, you know, kind of, kind of rules of the road from other people. Talk about it.

    2. JS

      Yeah. One of the studies I looked at, and you just bro- brought up here, was that in 2024, 38% of couples reported financial problems as the cause for divorce.

    3. SG

      Yeah.

    4. JS

      And it's what you talked about there, of being able to talk to your partner about money. What's a healthy way to bring up the subject to connect with someone about it? Because as you said, sometimes in the early dating phases, it's really uncomfortable to talk about it because people feel you're a gold digger. People feel that you're just after their money. People are concerned that they don't have enough of it to talk about it. But if you're actually getting into a committed relationship, how do we start having healthy and effective conversations about money?

    5. SG

      I would say transparency and a, a budget. You know, we kind of all have that one that sort of got away. I was deeply in love with this woman who was, uh, in her residency to be a surgeon, and I was very serious about her. And so I said, "Look, uh, this is what I have." And I kind of went through my assets, how I planned to make money, what money I had, where I'd lost money, where I'd made money. And then she was very transparent and said, "Well, you know, my parents are wealthy, so when they pass, I'll get some money, but right now all I have is a ton of debt." And I think it made us feel really much closer to each other, that kind of transparency. So one, I would say it's transparency, and I would say it's regular check-ins and a budget. I think what

  10. 41:03 – 45:52

    Talent Over Passion

    1. SG

      really screws up relationships is not financial mishaps, it's surprises. "Oh, you've been day trading, and you've been going into some stock that your buddy at work said was good, and you lost, you lost 20% of our savings, but it happened a year ago, and you're telling me now?" So I think it's a good idea to, on a regular basis, not only sit down and talk about budget, but just say, "This is what's going on with us financially," and go through kind of spending and just being very transparent with each other. And also, you know, not hiding the ball, right? I think that sometimes, um, people don't wanna talk about a financial hit they've taken. Like I said, I think the thing that screws up marriages is not, is not only financial stress, but it's surprises about-

    2. JS

      Mm

    3. SG

      ... financial stress.

    4. JS

      Mm.

    5. SG

      "Jesus, you've been spending-

    6. JS

      Great point

    7. SG

      ... this much money on this, and you were trying to hide it from me? We lost 30% of our savings in this one stock, and you didn't like..." I check in with my partner, and I say, "This is h- this is where we are. This is what I'm thinking." I don't make a big investment without running it by her first. She always says yes, but I want her to know because that way, when it, if it doesn't go well, it was our-- it, it's our problem. It's our fault.

    8. JS

      Mm-hmm.

    9. SG

      So transparency, talking about it, and a budget that you review together.

    10. JS

      Yeah. Yeah, and that's, uh, it's great advice, and I think that transparency point is, is so huge because You're so right. Surprises in any way in relationships-

    11. SG

      Yeah

    12. JS

      ... are the biggest trust breaker.

    13. SG

      100%.

    14. JS

      And, and you're so right that it's, it's not even that that person had an issue with what you were doing, it's why you didn't tell them.

    15. SG

      Yeah.

    16. JS

      That, that's what really breaks it down. You talk a lot about investing and focusing on your talents, not your passions.

    17. SG

      Yeah.

    18. JS

      And I think for a long time we've kept hearing this language around find your passion-

    19. SG

      Yeah

    20. JS

      ... follow your passion, chase your passion, and yours is, well, no, talent, talent, talent.

    21. SG

      Yeah.

    22. JS

      A lot of-- first of all, let's talk about why talents over passions, and second of all, a lot of what I hear is, "Jay, I don't even know what are my passions are, and I don't know what my talents are."

    23. SG

      Yeah.

    24. JS

      "Where do I go?" So first thing, why talents over passions? And-

    25. SG

      Yeah

    26. JS

      ... second, what do I do if I don't know what my talents are?

    27. SG

      Yeah, we get two types of speakers at NYU, really accomplished, impressive people and billionaires. We've just decided once you have three commas around your net worth, you have insight into life, and they always end their speech, or most of the time end their speech with the following advice, which I think is just terrible advice for young people, follow your passion. First off, recognize the majority of people telling you to follow your passion are already rich, and they made their billions in iron ore smelting. This is your job. Your job is to find your talent such that you could be in the top 10% within 10 years, and then maybe in the top 1% in fifteen or twenty years. And this is the hard part or the important part. In an industry that has a ninety plus percent employment rate, which by the way is ninety plus percent of industries, young people's passions are often conflated with their hobbies. I would have liked to have been quarterback for the Jets.

    28. JS

      [laughs]

    29. SG

      I have a pretty decent arm, a good plane-- good field of vision. I'm six three, one ninety. I thought I was out of central casting to be the quarterback for the Jets. Once I got to UCLA, I was fortunate to know this is what real athletes look like-

    30. JS

      [laughs]

  11. 45:52 – 49:26

    Finding Your Talent

    1. SG

      it and say, "Unless I get flashing green lights that I'm definitely in the top one percent..." And you'll know if you're the next Messi. People are gonna tell you. You'll know. If all of a sudden you start getting invited to Vegas to DJ and people are willing to pay you to DJ, you'll know. You'll know pretty fast. But if you don't get those green lights saying you're gonna be in the one percent really fast, maybe workshop something else that's not in the romance industry and try and become good slash great at it. The guy who's installing my soapstone counter is the kind of the, the marble guy or the granite guy in Marylebone. This is an Iraqi immigrant. Uh, we got to know each other. He told me about what he does. Knows everything about marble. Knows everything about it. Goes to the quarries, can talk about the veining and everything. Uh, immigrated from Iraq about eighteen years ago. Started working for a guy, got super into it. He makes two point three million pounds a year top line. He himself makes eight hundred thousand pounds a year as the soapstone marble guy, and he's become passionate about it. The relevance, the accoutrements, the economic security, and this is what you become passionate about, Jay. You become passionate about taking care of your kids. You become passionate about helping your parents out. You become passionate about taking really nice vacations with your partner. Anything that provides you with that stuff, you're gonna become passionate about. So what I would suggest is passion comes from mastery, artisanship, ninja-like command of something, and also something that provides you with the economic security that a capitalist society affords you an amazing life. So find your talent. That's your job.

    2. JS

      Mm.

    3. SG

      If you're good at something, you become great at it in an industry with a high employment rate, trust me, trust me, you're gonna find passion.

    4. JS

      And, and for those people who are sitting there going, "Well, I don't know what I'm talented at. Like, I, I don't even know what my talent is. I don't really have anything that anyone's ever validated, noticed, recognized. I'm pretty average at everything." Where do they start?

    5. SG

      I think you wanna build a kitchen cabinet of people who you can sit down at any job... First off, don't let perfect be the enemy of good. Just start. When I was eighteen, I thought I was gonna be a pediatrician. Chemistry disavowed me of that. Thought I was gonna be an athlete when I was fifteen. UCLA disavowed me of that. Thought I was gonna be an investment banker at twenty-two. Disabused me of that. Thought I was gonna be a healthcare consultant when I was in business school, and then I thought, I, I don't know if I'd be any good at this. I ended up in strategy and then analytics. I didn't know what strategy and analytics were. So try stuff. Be honest with yourself. If y- don't give up at the first sign of "I don't like it." Well, that just might be work. But you'll start to get feedback on what you're good at and what you're not good at. And workshop it. Keep investing. Recognize it's hard to be great at anything, but you'll probably get a feel- I mean, at some point you recognized you're a good storyteller, you have a nice voice, you're good at this, right? And I imagine there was some things along the way you recognized, "I'm not that good at this. I'm trying hard, and I'm not that good." I tried really hard to be a good investment banker. I had no natural skills at it. I just wasn't good at it. And then when I got into consulting and I took data and could frame it into a story where CEOs and CMOs would listen to me and say, "You know, bring in, bring in that..." I'd started a strategy firm called Prophet. "Bring in them, see what they think." I'm like, "Wow, we're good at this. Maybe even we can be great at it." So another, again, gr- group of kitchen cabinet people who can talk to you, people who can advise you. Get started. Workshop. "Okay, it's not the perfect job. I'm not sure I'll be passionate about it." No, no, no. Uh, if you can find something better, great. Until then, get

  12. 49:26 – 55:22

    Every Experience Is An Added Skill

    1. SG

      in the game. See where the opportunities are, and you'll start getting market feedback on what you're good at or not good at, and you'll start to click in. "Wow, I really-- I'm pretty good at this." And ask people around you. Ask for reviews. The compensation I think I provide my, my younger employees with, I'd like to think I'm good at this. Maybe I could be better as I talk about it. It's not only monetary. What young people need is feedback. If you are in a position as a boss to say, "You know what? You're great with new employees. You make them feel welcome." Well, should I consider a career in recruiting or HR? You're great with clients. Jesus Christ, can you sell. You like to drink. You're ridiculously obnoxious in a funny way. People want to go out with you when they're in town. Boss, you should be in sales.

    2. JS

      Yeah.

    3. SG

      You should be selling... And you got a decent IQ. You should be selling database software for Oracle or CRM software for Salesforce, 'cause you're gonna make a half a million bucks by the time you're 30 taking people out and establishing relationships. Get feedback, workshop stuff, but you'll start to absorb stuff, but you're never gonna find out you're good at cricket unless you pick up a mallet. You know, you're just not gonna find out. So try as many things as possible, surround yourself with people who give you an honest feedback, and keep workshopping stuff. Don't be afraid. Don't... You know, again, forgive yourself. If you're not a good investment banker, you're not cut out to be a doctor, you're not gonna be an athlete, that's okay. It's out there. Just keep showing up. Keep showing up, keep trying, and you will hopefully find that thing. I don't want to say it's a guarantee. I think some people never find anything they're great at. But in this economy, you should be able to find something you're at least good at.

    4. JS

      Yeah. I, I appreciate what you were sharing about the diverse roles you've had and, again, your mantra, forgive yourself. And I look back at life as thinking that it would be about finding or discovering the thing, and I realized it was so much more about collecting and connecting.

    5. SG

      I think that's right.

    6. JS

      Right? It was like collecting ideas, collecting skills, and then at one point, they all seemed to connect, even though, you know, in the famous words of Steve Jobs, you can't connect the dots looking forward, you only can looking backwards. And so now when I look back at my life, I'm like, "Oh yeah, I remember doing work experience when I was like fifteen years old," and I was told to cold call three hundred companies, and I had no idea what a cold call was-

    7. SG

      Right

    8. JS

      ... or what we were selling. But I was trained to do it, and it gave me an amazing experience to deal with rejection, and out of the three hundred companies I called, I think two hundred and ninety-seven said no.

    9. SG

      Yeah.

    10. JS

      But the three that said yes just gave me this exhilarating feeling.

    11. SG

      Yeah.

    12. JS

      And then I worked at Morrison stacking shelves and doing, you know, extra, uh, database management work in the warehouse, and I remember what overtime felt like, and I knew I got paid one point five times-

    13. SG

      One and a half. Yeah

    14. JS

      ... as much when I, when I worked at Extra, and I was like, "Oh, okay. That's what overtime feels like."

    15. SG

      Yeah.

    16. JS

      And then I remember working in retail, and I knew if I could sell a card to the customer to collect points, then I would get ten pounds extra on every card. And it was just fascinating to me that all of those experiences... And then I worked as a consultant at Accenture too.

    17. SG

      Yeah.

    18. JS

      And again, I don't think I was that great a consultant by their definition, even though I did very well inside the organization. I picked up so many skills when it came to negotiation, presentation, deck building, understanding the needs, interests, and concerns of our clients and what they were trying to achieve, and none of that was my purpose.

    19. SG

      Yeah.

    20. JS

      And none of that was my field of excellence.

    21. SG

      Hundred percent.

    22. JS

      I was not great at any of those things, but all of those skills have become so valuable today.

    23. SG

      I love the way you say that, 'cause when I look back on investment banking, it wasn't a failed experiment because it had taught me attention to detail. It taught me to get up early and put on a tie. It taught me sort of how to read a room. It taught me how to write a proposal. It taught me a little bit about the, the credit markets 'cause I was in fixed income. What you said about being in the services industry or working jobs at Morrison's, that is really important because it gives you a sense for, one, no one owes you a living. Uh, showing up, working hard, getting along with people, developing a sense of grit. The job you were talking about, the sales job, I think everyone should be in a job where they endure-- they deal with the public 'cause they realize that a lot of people aren't nice, and you have to navigate that, or they're just not having a bad day, or they're just not having a good day. But also the, and this is the key to my sat- success, is my ability to endure rejection. You know? If you want to score above your weight class economically or romantically, get out a big spoon and get ready to eat shit, because I applied to nine business schools. I got into two. I have... I... In high school, I ran for sophomore, junior, and senior class president. I lost all three times, and based on my track record, I decided to run for student body president, where I went on to, wait for it, lose. I have had a lot of women tell me they're not interested in dating me. I have sent out thousands of emails to potential clients for my strategy firm. I have pitched hundreds of venture capitalists on my way to raising money. And the reason why I am wealthier than your average bear and, and get to s- spend my life with someone who on a risk-adjusted scorecard is exceptionally higher character and much more attractive than me-

    24. JS

      [laughs]

    25. SG

      ... is because I was never afraid to endure rejection. I always had the ability to endure rejection, mourn, and move on. So if you aren't willing to endure rejection, if you aren't willing to take those types of risks... My current partner I met at the Raleigh Hotel in South Beach. She was there with a friend and another guy, and I promised myself I was gonna speak to her. I was very drawn to her before I left. Went out to get my car at the valet, got angry at myself, went back, walked right up to them and said,

  13. 55:22 – 59:15

    Forgive Yourself

    1. SG

      "Hi, I'm Scott. Where are you guys from?" And now, you know, our oldest son's middle name is Raleigh.

    2. JS

      [laughs]

    3. SG

      You gotta be willing to endure rejection, and here's the thing: most people aren't. Most people will never invest in their own company. They're too scared to lose money. Most people will not go up and speak to a stranger. This is something I force my boys to do when we're out. I'm like, "You gotta speak to at least one stranger." My oldest one has no problem with that. My youngest has a little bit more of a, of a difficult time. But the ability to open, the ability to call somebody. When you were calling, "Don't call me again."

    4. JS

      [laughs]

    5. SG

      "So what I think you're saying is I should check back in two weeks," right? I mean, I can't imagine how much shit you must have eaten starting a podcast, right? I mean, it's not... I got to start one with a cohost who already had a following. Like, you're some kid out of Accenture starting a podcast, right? I mean, it's just a lot of rejection.

    6. JS

      Yeah, we sent personalized letters and videos to 100 people that we really wanted on the show, and every single one of them said no in year one. And over the last five years, every single one of them have been on the show-

    7. SG

      Yeah

    8. JS

      ... bar three maybe.

    9. SG

      Yeah.

    10. JS

      And, and it just showed me that there was such a need to just be okay. I mean, I have a list of D... Everyone always asks me, "Who's your ideal podcast guest?" And I'm a big soccer fan. We were talking about-

    11. SG

      Yeah

    12. JS

      ... football earlier, and I've supported Manchester United since I was a kid, and Cristiano Ronaldo is my GOAT, and you know. I have a list. I have a history of DMs to Cristiano Ronaldo that he has never seen, let alone responded to.

    13. SG

      Yeah, yeah.

    14. JS

      And I can't wait for the day he sees them.

    15. SG

      You're just following the wrong club.

    16. JS

      [laughs]

    17. SG

      Bukayo Saka or Cole Palmer, I think they would come on the show.

    18. JS

      Yeah. [laughs]

    19. SG

      You gotta go Arsenal or Chelsea. That's your fault.

    20. JS

      Yeah, that's my fault. That's my fault. It's the pain. I'm asking for the pain.

    21. SG

      Yeah.

    22. JS

      Uh, but no, I, I couldn't agree with you more, and I love this mantra that you keep repeating, "Forgive yourself."

    23. SG

      Yeah.

    24. JS

      And it's such a powerful one, and you are gonna make mistakes. You are going to break things. You are going to get wrong. Maybe even one of those clients is never gonna wanna work with you again.

    25. SG

      Yeah.

    26. JS

      And that's all going to happen, and I think we live in this protective space of like, "I never want to get anything wrong. I never want that person to ever say, oh, I was too pushy or too nudgy," and it's like, well, they might, and they probably will anyway. Someone will.

    27. SG

      Yeah.

    28. JS

      And is that worth letting go of this amazing life that you envision and what you want to create?

    29. SG

      The only thing you can... or the only thing I feel like I can guarantee any young person is a certain amount of joy and a certain amount of tragedy in their life. And the ratio of the two is a function of a lot of things, mostly when and where you're born. But what you wanna do is try and set yourself up for so many deep and meaningful relationships that those ratios of joy to tragedy are, are much greater. So forgive yourself, but, uh, there's some great research my colleague at NYU, Adam Alter, who has a joint appointment at the business school and at the, um, in the psychology department. He's done a ton of great research on end of life. He goes into palliative care facilities, and he interviews people on their biggest regrets, and people get a lot of perspective at the end. They're never gonna walk on the beach again. They're never gonna hang out with their, you know, really spend time with their loved ones. They're never gonna work again, never gonna go to a sporting match, what have you. Never, you know, take their dogs for a walk again. So they don't have a lot to lose, a lot of perspective. And their biggest regrets kinda come down to three things, uh, in reverse order. Number three, they wish they'd spent more time with their friends. Number two, they wish they'd la- led the life they wanted to lead, not the life their church or their family wanted to lead or society was, you know, telling them to act a certain way. But their number one regret is they wish they'd been less hard on themselves. They wish they'd been kinder to themselves because when you look back on your failures, made a bad investment, this person didn't love me back as much

  14. 59:15 – 1:03:23

    Prioritizing And Evaluating Your Efforts

    1. SG

      as I loved them, I got fired, I had a business fail. When you look back at the end and you have real perspective, you're gonna be more upset about the way you responded than what actually happened to you. Life isn't about what happens to you. It's about how you respond to what happens to you, and recognize that emotion, the present value of emotion is enormous in the moment. Your disappointment, you're gonna look back and think, "Ugh." The only thing you're gonna be upset about is how upset you were at it.

    2. JS

      Mm.

    3. SG

      On the flip side, when things are going really well, also recognize a lot of that isn't your fault. You got lucky.

    4. JS

      Mm.

    5. SG

      You were in the right place at the right time. You had someone take an interest in you and work and promote you. You had a stock skyrocket. Is... Are you a great investor? No. You're lucky. And you're never more prone to a big mistake, professionally or personally, than after a big win.

    6. JS

      Mm.

    7. SG

      'Cause you start believing it's you.

    8. JS

      [laughs] Yeah.

    9. SG

      And it, the time at when you have a great investment, you have great relationships, what you wanna do is try and pull in your horns a little bit and be a little bit humble and as grateful as you can be, recognizing luck has been on your side. And like I said, if you wanna lose a lot of money, start believing that your great year in the market is because you're just really good at investing and you should lever up because you're that smart.

    10. JS

      Mm.

    11. SG

      No, you're sticking your chin out.

    12. JS

      Mm. I love that advice, especially the humility part, and it's so interesting. Yeah, I remember reading a study that said that most founders who exit, they make their worst startup investments for the next two years that follow their exit.

    13. SG

      100%.

    14. JS

      And it's that same feeling of you start thinking it's you. I wanted to ask you, a lot of people right now are trying to decide between whether they double down on their career-

    15. SG

      Mm-hmm

    16. JS

      ... at the company they're at or the organization they're at, or have multiple revenue ste- streams or-

    17. SG

      Yeah

    18. JS

      ... side hustles and things on the side.

    19. SG

      Yeah.

    20. JS

      How would you encourage people to evaluate where they put their efforts?

    21. SG

      So another thing I've gotten shit on TikTok for, I hate side hustles. So if you're in a side hustle, that means a side hustle is a temporary means of investigating something else should become your main hustle. The way you get wealthy in economic security is you find a professional activity that you're good at, that you become great at, and you go all in on it. Because the difference, success is in the last 10%. So the guy or gal that applies 90% versus the guy or gal that applies 100%, the latter is gonna get promoted faster, get options awards, just make more money, have recruiters calling them. Success is that extra oomph. If you're doing a lot of side hustles, it's very, very difficult to be great at your main hustle. So fine, if you don't like your main hustle but you need it for health insurance, you need it for a base, and you wanna invest- investigate other stuff, but recognize the only way you're gonna build real wealth and economic security is to go all in on one thing. And I've never been successful... I have two kind of, let's say, complexions professionally. The first is I have balance, I'm working 40 hours a week, decent lifestyle. That for me is called losing money. I've never been able to aggregate wealth kinda having balance in my life. And then there's a point in my life, and I'm not proud of this, but especially in my early years were stressed out, working all the time, hard on my fitness, hard on my relationships. That's when I'm usually making money. The marketplace is competitive. It demands a, a tremendous amount of you, but it's just, it's... I think it's more or less like, "Okay, how do I have a sober conversation with myself? How do I get forward fast?" The best companies in the world, I find, are the most aspirational companies, are the ones that let you go flat out, that say to you... Accenture says to you the following, "Go flat out here. Go just... I mean, okay, have a hobby, have a relationship, fine, but go flat out here, and we're gonna give you your parent's life at the age of 30 or 35." Those are generally the best companies in the world. Some people decide they don't want that, and they wanna do something they're excited about, fine, or passionate about. I get it. But if you're

  15. 1:03:23 – 1:08:29

    Building A “Great” Mindset

    1. SG

      that guy or gal with three or four different side hustles, you aren't gonna be wealthy. That's a temporary means of finding your main hustle. That means your main hustle isn't working. But 110% on anyone... You know, Bill Gates didn't have a side hustle. Maya Angelou didn't have a side hustle. Maybe they needed a... Maybe Maya Angelou needed a side job to pay for, but at some point she went all in on po- poetry and writing and oration. That, that is greatness, focus.

    2. JS

      Yeah, I think that's such a great reminder, and I remember looking at something a few years back which was saying if someone was going to invest, let's say me and you were going to invest 100 hours into someone's development, how would they split it between what they're good at, what they're average at, and what they're bad at?

    3. SG

      Yeah.

    4. JS

      And the majority of people would say 30, 30, 30, right? Like 33, 33, 33. And some people will say, "Oh, well, maybe I'll put 20 into what I'm good at, 20 into what I'm bad at, and then the rest into what I'm average at, 60 in the middle." And going back to your point, the most successful pe- people in the world will say 100, zero, zero or 80, 10, 10 because they know that if they invest that much energy in something they're bad at, they'll only ever be average at it. And if they invest in something they're average at, they'll only ever be okay at it. But if you invest in what you're good at, you will become great. And I think we've lost... Well, not lost. I don't think we've ever had that focus because you graduate at 21, you know, from a regular degree, and then you never think you have to learn again. I think there is a sense of we don't realize what good to great looks like because you never, ever have to grow again according to the way the education system's set up-

    5. SG

      Yeah

    6. JS

      ... in, in the belief system at least. What have you noticed about people who in an organization, in a company go, "All right, I'm gonna be great here"? What do they do differently? What do, what do they build mindset-wise and also physically?

    7. SG

      So we had at L2, which is a, the business intelligence firm I sold 2017, we tracked everyone in a lot of data, and we found... So, and this isn't the hallmark version of, of HR, but I found generally speaking, you have 5 or 10 employees that add 120% of the value, and everyone else is negative 20. Now, that's not to say they're not important, but they require a lot of management, a lot of attention. They're good, not great. You can't just scale with great players because great people know they're great, and they demand a lot of equity and compensation. But when we identified that quota, that kind of dozen superstars, we said, "What do these people have in common?" And the three things we found in common were, uh, one, they had gone to elite universities, and I hate saying that. Um, but they had generally gone to really fantastic schools. Two, they had athletics in their background, competitive ath- athletics. And three, and I didn't write this down anywhere, they were almost always women. So a female from Yale who was on, who was a gymnast there or a diver, that was an automatic hire. I'm not saying we didn't hire someone unless you had sports, but we generally looked for people who had two of the three. We also hired men [chuckles] . But those were the three things we found, people who had had some sort of competitive A sport in the background or had come from an, enough adversity that they had to show a certain amount of grit and willingness to break through hard things.

    8. JS

      Mm.

    9. SG

      People who push, who had pushed themselves really hard. You know, I rowed crew in college, and crew is basically who is willing to endure more pain. And when I had my first job at Morgan Stanley, I realized I wasn't as skilled. I did poorly academically, uh, and I wasn't as skilled as my peers, so I thought, "Okay, what can I control?" Every Tuesday morning, I'd come into work at 9:00 AM, and I wouldn't leave till Wednesday night at 5:00 or 6:00 PM. I'm like, I was 23. I was super fit, super strong. I didn't have a relationship. I didn't have dogs. I'm like, "Yeah, I can work 36 hours straight," and I could control that. And now, is that healthy? Do you want to be doing that when you're 33 or 43 when you have kids? No. But I could do that when I was young, that grit, that perseverance. So I look for s- I look for people who have overcome obstacles, and also you want them to act like owners, and you'll get a sense for that. And that's why kind of the Silicon Valley mentality has worked in the sense that they give everyone equity, but people... Y- and you notice it, people who see a, you know, a, a wrapper on the ground, and they pick it up. People who are thinking about clients, people who are trying to sell stuff, people who are at, um, at a social event and know someone who's good and recruit that person and then come up and say, "Jay, this guy's the best video editor in the world, and he's just, he's just world cl- he's just... He's a great athlete. I don't care what we put him to work on. She's just gonna be amazing." People who act like owners. And then when you identify those people, your job as a manager is to sit them down and say, "Okay, this is my path for you. I've started a business intelligence firm." I'm very capitalist about it. I used to sit, sit these 12 people down and say the following: "I've started this business intelligence firm. I'm gonna build it to 20 million in revenues. These firms go for between six and 10 times revenues. That's somewhere between 120 and 200

  16. 1:08:29 – 1:12:49

    The Financial Content

    1. SG

      million. I'm giving you 1% of the company. You're gonna be here four years. You're gonna work your ass off between... If we have this liquidity event, you're gonna be make between a half a million and 2 million a year in equity. Don't go anywhere. If I do well, you're gonna do well." And I would literally try and paint that accurate a picture. I wanted to make sure that the 12 best people or the kind of the top were sort of nailed to the floor. They just couldn't leave. They're like, "Oh, this is like... I can't. This, the opportunity here is just too, too good." But, uh, and a bit of a word salad. They demonstrate grit. They act like owners, and also, generally speaking, um, want to help other people.

    2. JS

      Mm.

    3. SG

      Good culture carriers. You know, there are some people that are so good and they're competitive. I've had a little bit companies that are sort of the Island of Misfit Toys, people who are unusual or some, quite frankly, sometimes have some mental health issues. I'm like, "Yeah, if they had it all, they'd be a Google." We're gonna figure it out for them because they're that talented. But act like owners, good to other people, and have demonstrated something in their background that shows grit.

    4. JS

      Yeah. Yeah, I love those. I... It took me a while as I was developing my team, and I, I really feel like the people I have right now embody a lot of those characteristics that you're mentioning, and I had to grow as a leader in order to attract those individuals.

    5. SG

      Yeah, me too.

    6. JS

      And it wasn't something that it was like, "Oh, you're just not finding the right pe- people." There was work I had to do-

    7. SG

      100%

    8. JS

      ... in, in who I had to become, not just character-wise, but quality and ability-wise, in order to attract that, and also being able to nurture that effectively as well. And so I think as much as so much of what we've been sharing today is about the person who's trying to work their way up, so much of this is for leaders as well-

    9. SG

      Yeah, I think so

    10. JS

      ... in order to how to adapt and be different. I wanted to, Scott, focus on what you were mentioning a couple of moments ago about the palliative care and-

    11. SG

      Yeah

    12. JS

      ... you know, people coming to the end of their life. And, you know, a lot of people do feel at the end of their life, "I wish I didn't work that hard."

    13. SG

      Yeah.

    14. JS

      You know? I, I, I shouldn't have put too much energy into work. And, and almost sometimes I feel like that's a really easy thing to say at that time because-

    15. SG

      Yeah

    16. JS

      ... it almost doesn't matter anymore. Whereas when you're living, it kind of does matter. It's, comes back to what you said earlier. I remember r- saying to myself, and it goes back to... What was that language you used about having a sobering conversation with yourself?

    17. SG

      A sober conversation.

    18. JS

      Sober conversation with yourself. I, I remember many sober conversations with myself. [chuckles]

    19. SG

      Yeah.

    20. JS

      And one of them was like, "I can either feel like I'll have the myth of balance for the next 10 years, or I can work my absolute socks off for the next three years-

    21. SG

      Yeah

    22. JS

      ... and then be able to make more sense of everything."

    23. SG

      Yeah.

    24. JS

      And I chose the latter one, and it, that three years probably looked like more like six years or whatever it was.

    25. SG

      Yeah.

    26. JS

      But that sober conversation was so powerful for me because I had to give up that myth of this perfect balance, and you've kind of alluded to that in, in a, in a lot of this conversation today. Someone could be listening to both of us and just be like, "Yeah, well, I don't want to be that successful. I don't want to be that competitive. I don't, I don't want it to be that way. Uh, I just want to have a good life. I want to have a simple life." How does that work with your philosophy and thoughts?

    27. SG

      Look, this is my way. It's not the right way. With the advice I'm giving is there's some proximity bias. I teach at an elite business school, and when I survey these kids and I, and I ask them what they expect to be making in five to 10 years, they all expect to be in the top... 80% of them expect to be in the top 1% of income-earning households by the time they're 35. I'm like, "Okay, unless you're a genius and crazy talented, you're just gonna have to work your ass off." And they, when they use words like balance, I'm like, "Come on." Now, having said that, some people don't want to live to work. They want to work to live. That's fine. God love you. Some people say, and I get these people on my podcast, Scott, or they call in, "I just want to be a good citizen, work, work a decent amount, uh, have a good relationship with my spouse and coach Little League and have a nice life and be an active member of my church." I'm like, "Great. You can do that in America. That's not gonna work in LA or New York, or... I mean, you got to move to a lower cost neighborhood," and there's nothing wrong with that.

    28. JS

      Mm.

    29. SG

      That's... There's a lot of really happy people. You know, the average household income now is 68 or 70 grand, and I bet a lot of those households ... are very happy. They find strength and reward other places. That's absolute. There's nothing wrong with that. The majority of the young people I speak to

  17. 1:12:49 – 1:13:41

    Summary

    1. SG

      expect to be [laughs] making a lot of money. Or they say, "You know, I, I don't need to make a ton of money. I just wanna live in New York, have a nice place, be able to have a couple kids." I'm like, "Okay, that's a million bucks a year."

    2. JS

      Mm.

    3. SG

      I- I'm not talking about the way the world should be, I'm talking about the way the world is. And if you expect to live in an American city and be able to send your kids, you know, ensure you can assort, absorb a health shock, give your kids the kind of life you want, take nice vacations, it's just a lot of mo- it, the reality is it's just a crazy amount of money. And you can control, you wanna lower your burn, move to a place with a lower cost of housing, lower cost of living, more power to you. But the majority of the people I know in their 20s and 30s, and again, this is proximity bias 'cause the people I hang out with, expect to have a lot of influence and a lot of economic security.

  18. 1:13:41 – 1:29:44

    Scott on Final Five

    1. SG

      And we all know that guy or gal who is in great shape, great relationship with their parents, it just seems to rain money on them, is fit, has a food blog, and donates time at the ASPCA. Assume you are not that person.

    2. JS

      Mm.

    3. SG

      Right? Assume that you probably have to go all in on something if you wanna... I mean, LA, uh, living in New York, you're just gonna have to be relatively successful to stay here. You don't have a birthright to live in Los Angeles or New York or London. And again, it comes back to that sober conversation. Are you willing, are you really willing to make the trade-offs? If not, you can be happy in Lubbock, Texas. Most people can. Um, and maybe you should be thinking about that. But these, the people who expect to have a reasonable life in these big cities, okay, let's be honest about what that's gonna take.

    4. JS

      Scott, thank you for being so, uh, transparent and honest today. This has been so useful, insightful, and I really appreciate your candor and honesty with, with so much of this because I think you are right, that we can have really unhealthy false expectations and they can be reaffirmed, and we can be on a wild goose chase for the rest of our lives. Or we can get what you're doing, which is just straight-talking, really simple, insightful advice that hopefully gets people having that sobering, honest conversation with themselves. It's really refreshing. Uh, I think that it's very exciting to tell people to go chase stuff and, and do things, and then helping people actually self-reflect and figure out whether they're ready for that and what that means and what that looks like, uh, is, is so important. And I wanted to... We end every episode of On Purpose-

    5. SG

      Yeah

    6. JS

      ... with a Final Five, and these questions have to be answered in one word to one sentence maximum.

    7. SG

      Okay.

    8. JS

      Although I will probably break my own rule.

    9. SG

      Okay.

    10. JS

      So Scott Galloway, these are your Final Five. Uh, the first question is, what is the best wealth advice you've ever heard or received or given?

    11. SG

      Find your talent.

    12. JS

      Uh, second question, what is the worst wealth advice you've ever heard or received?

    13. SG

      Follow your passion.

    14. JS

      [laughs] Uh, question number three, how would you define your current purpose?

    15. SG

      To raise loving, patriotic men.

    16. JS

      Beautiful. Uh, question number four, is it possible or how is it possible to create peace with money?

    17. SG

      Money is the means. The ends is deep and meaningful relationships, and money should just provide an absence from the stress that can get in the way of forming and nourishing deep and meaningful relationships. It's the means, not the ends.

    18. JS

      I wanna unpack the last two answers because I think there's some really interesting material there. So it's so strange, isn't it? So I'm, I'm sure you've heard this story that, I mean, it's been told for years, about the, um, the, the fisherman and the businessman.

    19. SG

      Yeah, yeah.

    20. JS

      Right? You've heard this story a million times. It's like the, the fisherman goes to the businessman, and the businessman looks at the fisherman and goes, "What do you do all day?" And the fisherman says, "Well, you know, in the morning I go fishing, and then in the afternoon I have a siesta, and then I hang out with my family and my friends, and I drink a little, and then I go to sleep and do it all over again."

    21. SG

      Mm-hmm.

    22. JS

      And the businessman's saying like, "That's what I wanna get to. It's just that I built this business and then sold it and did this."

    23. SG

      Yeah.

    24. JS

      "And now I'm trying to come around." Like, it's a cute story and-

    25. SG

      Yeah, yeah

    26. JS

      ... but in reality it's, I don't know if, whether it stacks up, but there's this idea that people have that if I just want to spend time with people, why would I work so hard? But you just said actually, sometimes if we don't have money, it can actually block our relationships. In what ways does scarcity or a lack of financial wealth create issues in our relationships?

    27. SG

      Well, one, if you're a man, women aren't gonna be that attracted to you. Women are attracted to men for three reasons. Number three, kindness. Number two, intellect, and the fastest way to communicate intellect is, is humor. But the number one source of attractiveness in men is the ability to signal resources. You don't even have to have resources at that point, but you have to demonstrate a plan. That you're smart, you're hardworking, and you have a plan. But there... Let me ask you a question. Do you have a number where you're like, "Okay, this is my number, and that's what I'm, that's what I'm aiming towards"?

    28. JS

      No.

    29. SG

      Okay. So I did have a number, and I actually think it's sorta healthy because what I became addicted to was relevance and money. And when I sold my last company, I sold my last company for 160 million bucks, and I thought, "I'm gonna go raise $300 to $400 million, start a private equity fund, raise funds two and three. I have the contacts. I'm in the sweet spot, because I'd like to be a billionaire." Scott Galloway, billionaire, just had a nice ring to it for me. And then I had a friend pass away at a very young age, and it kind of sent me into a little bit of introspection, and I thought, "All right. I've hit my number. Unless I really screw up again, [laughs] if I get 4% to 6% on the money I have, I can live the life I want." I'm like, "Well, okay, why do I need more money? I'm on this hamster wheel where I've decided my worth as a man is a function of having more." And what you realize, and it's hard to get off this hamster wheel, but money's just ink in your pen, and it can help you write new chapters. It can make certain chapters burn brighter, but it's not your story. And this is a really good problem to have, but I think we have a virus in this nation amongst the super wealthy of hoarding money, where they decide to keep... They want more money. They want more money. I don't... W- what Daniel Kahneman, the economic historian, teaches us is that above a certain amount, you get no incremental gain from money. You don't get less. Billionaires are no less happy than millionaires, but they're no happier. And what I've decided is once I hit my number... You know I love data. Every year I look at how much money I made, and I either spend it all or I give it away. And I wanna be clear, I'm not a virtuous person. I love hanging out at the Beverly Hills Hotel. I love taking my friends to Aspen. I spend a shit-- I spend money like I'm a gangster in the '50s just diagnosed with ass cancer. I love spending money, and if that sounds obnoxious, it is. And then anything above that, I give it away, and I don't do it to be a good person. I do it 'cause it makes me feel masculine. It makes me feel patriotic. It makes me feel important, and I just enjoy it. I didn't, I didn't give away a dollar until I was 40, and now I'm trying to catch up, and I really enjoy it. It's almost like consumption for me. But having a number is really powerful because you can say, "What's required to get to that number?" And then just as importantly, once you get to that number, get off the hamster wheel 'cause this is the fear, and this is what I was headed towards. I'm an atheist. I think at some point I'm gonna look into my kids' eyes and know that our relationship is coming to an end, but it's empowering for me. It makes me think about what I want at the end. And what I was barreling towards was the following: having a lot of money, having a decent amount of influence, but never having really been in the moment or have the depth and meaning that I coulda had amongst my partner, my sons, and my friends. And that all of a sudden I thought... You know, when my friend passed, I thought at the end, you know, you could just tell his relationships were everything. And i-i t-he... The money meant fucking nothing. It was all about the relationship. I thought, "Okay, the money has to be a means to the ends," and that is deep, meaningful relationships. But be careful. It can turn into a suicide pact. It can turn on you, and you become so focused on the affirmation of strangers, which I'm addicted to, become addicted to money, that you spend way too much time thinking about additional money, success, relevance, and it comes at the cost of your relationships. I know so many incredibly impressive, successful people who don't get along with their kids, have a shitty relationship with their partner. It's like, well, what's the point of all this? So I think it's healthy to have a number and then to be very disciplined. Once I have that number, I'm gonna enjoy the money or I'm gonna give it away. You don't need to be a billionaire. You're not gonna be any happier.

    30. JS

      Beautiful answer. Uh, before we go to the fifth and final question, I wanna unpack the answer from before about you mentoring young men.

Episode duration: 1:29:44

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