The Twenty Minute VCScott Galloway on Billionaire Happiness, Money & Self-Worth | Why We Should Drink More & Not WFH
EVERY SPOKEN WORD
150 min read · 30,046 words- 0:00 – 0:45
Intro
- SGScott Galloway
For the first time in our nation's history, a 30-year-old isn't doing as well as his or her parents were at 30. If a man hasn't cohabitated or been married by the time he's 30, there's a one-in-three chance he ends up a substance abuser. When a young man doesn't have the guardrails of a romantic relationship, he oftentimes channels that energies into video games, porn, and conspiracy theory. If you want to score above your weight class economically and romantically, get out a big spoon, get ready to eat shit, endure rejection.
- HSHarry Stebbings
Ready to go? Listen, Scott, I've wanted to do this one for a long time, so thank you so much for joining me today.
- SGScott Galloway
Oh, you're so welcome. It's good to be here.
- 0:45 – 7:19
Should We Be Worried About Market Concentration?
- SGScott Galloway
- HSHarry Stebbings
When we look at the biggest companies in the world, often, you know, considered the Mag 7, what we're seeing is this kind of concentration of value in public markets and I really wanted this to be a free-flowing discussion just because I-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... bluntly respect your brain so much. But you see this concentration of value, like we've almost never seen before.
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
Does that worry you? And what does that mean for the future value dispersion of public markets in your mind?
- SGScott Galloway
Oh, I think it's, I think it's hugely worrying because you have essentially 34% of the S&P is represented by seven companies and 50% of the equity value of the world and 70% of the enterprise value if you include the d- debt, is wrapped up in the US economy, which has seven companies and any, if fi- any of those seven companies sneeze, the whole economy and potentially the whole global economy catches a cold. And in addition, it's very hard for small and medium-sized businesses to attract that kind of human and financial capital to be f- competitors. So when you have the most valuable parts of our economy, e-commerce, one company does between 50 and 70% of all e-commerce, depending on how you categorize as e-commerce, when you have social media as being kind of the most powerful thing to happen in traditional, or, you know, what we refer to as media, and one company has 75% share of social, when you have search, 90%, 89%, and then you have AI, the biggest revolution of the last, you know, several decades, 90% of the processing is run through one company's GPUs, and 85% of the queries are done through one company, I think a concentration of power and shareholder value makes a company or an economy less robust, less diverse. I think it's, it's, I think it's a, I think it's, yeah, I think it's bad.
- HSHarry Stebbings
Can I ask, how does this pan out? Do we have $10 trillion companies with Mag 7 or do we see the traditional, bluntly, cycle of companies, of growth, of sustenance and then decline, and this is just another cycle?
- SGScott Galloway
It's an interesting question because some people would pay, say that, uh, ultimately the market figures out... And look, look what's happening with Alphabet. Google is starting to lose share to OpenAI, right? In that eventually a competitor comes along, whether it's BYD and Tesla. But I would argue what happens between now and then, and that is, um, I think it is very difficult for companies, like a lot of re-, you know, the retail landscape in the US has largely been decimated except for specialty retail, because Amazon could put for- forward cheap capital and sell a dollar worth of products for 90 cents and starve out other e-commerce players. Uh, and I was one of those companies. So winning in our economy has become a function of establishing a great product, establishing the perception that you're the market leader such that you can attract cheaper capital, and essentially overwhelm the competition with capital. At the end of World War II, the German Army had better soldiers, better kill ratio, better tanks, better planes, better officers, but we, because we cut off their supply routes, we had 38 gallons of gasoline for every one they did, so we were able to overwhelm their superior Tiger Tanks with our shitty Bradley Tanks, because we would just never get within firing distance and chase them around until they ran out of gasoline. Uh, and now the, kind of the business strategy that has built a lot of the most valuable companies in the world is just to overwhelm them with gasoline. Netflix can spend 18 billi- and Netflix establishes itself as the streaming leader, accesses the public markets, has a fantastic story, accesses the cheapest capital in media. Time Warner, HBO can't compete with these guys. Disney can't compete because their shareholders have wrapped their lips around the crack pipe of profits and demand a certain level of operating margin, which Netflix shareholders don't demand, and they can spend $18 billion on content and no traditional media player can even come close. A- Amazon can make the, these staggering investments in supply chain that no other retailer can even come close. And so this has become sort of a, when you're talking about brand building, I'm, I think the most, the greatest ROI on what you'd call, I don't know if it's brand building, is communications. And that is, if you establish a reputation as the market leader and constantly put out press releases about your innovation and your leadership and you get that sort of that Pepsi generation, Amazonian-like feel and your stock gets bid up and then you use that cheap capital to start reinvesting or making acquisitions and you can literally pull away from the pack. So, uh, uh, everything everywhere ends. There is no company that will be around. All of the comp- the biggest companies in 1900 in the Dow, none of them are around. All of these companies will go away, but the question is, that's not the right question. The question is, between now and then, would we have a more robust economy if we broke up Alphabet and YouTube was its own company? Would there be more jobs, more competition, more shareholder value, um, less, uh, more choice such that parents wouldn't have to, um, or advertisers wouldn't have to advertise through Meta and maybe go to a platform that offered more stringent child safety or age gating? So I think competition is a good thing, and if you look at these companies when they're broken up, breakups are one of those few things in economic history that almost always work for almost everybody. The only person that loses is the CEO who wants to sit on the iron throne of all seven realms, not just Westeros. So yeah, eventually all these companies will go away, but between now and then, I think we need to be more robust about antitrust.
- HSHarry Stebbings
If you start a cycle of breakups-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... where does it end?
- SGScott Galloway
Well, you have thoughtful economists and people who said, for, for example, IPG and Omnicom, their merger was held up by the FTC. I think that's ridiculous overreach. And that's Elon Musk trying to get in the way of these companies in, through some bullshit notion that somehow they've s- formed a cartel to not advertise on X and is getting in the way of their merger, when these are companies merging to survive. These companies are not a threat. They're not a com- they're not charging brands too much money or, or have a monopsony on suppliers. Th- this is, that was ridiculous. So there, there are areas of overreach, but the number of FTC investigations has dramatically declined since the '70s and the '80s, and very few mergers or acquisitions are blocked now. And I would argue... So, I, I don't... uh, you have to have thoughtful, m- you know, well-compensated, smart economists and, um, lawyers who look at this stuff and say, "Would we be better off if, you know, Amazon didn't have Instagram? Um, if it was an independent company, if these two weren't c- cooperating and coordinating?" The largest search engine in the world is Google, the second-largest is YouTube. Should they be cooperating and coordinating or would the ecosystem be healthier, more profitable, more jobs, more tax revenue if these two were separate companies with their own, uh, objectives?
- 7:19 – 12:55
Does Scott Believe in Government Intervention?
- SGScott Galloway
- HSHarry Stebbings
Do you believe in government intervention?
- SGScott Galloway
Yeah. It's why we're not speaking German. The government ge- government intervenes all the time, I, uh, I mean-
- HSHarry Stebbings
But, but in like free market economies where we see situations like that, do you believe in active government intervention?
- SGScott Galloway
Yeah, but it's a balance, right? I, I don't... (sighs) I think one of the strengths of America is we have a tendency to have more of a Wild West attitude, and I think that is probably... to err on the side of too little regulation is probably better than too much regulation.
- HSHarry Stebbings
Mm-hmm.
- SGScott Galloway
That could loosely be defined or... if you were to try and come up with three or four reductive reasons why the US has created so much more economic value than Europe, I think if you're intellectually honest, you would say that in the US, companies are allowed to ask for forgiveness, not permission. A- and there's, there's some value to that. There's also a downside, and that is we have a 60% uptick in teen suicide in the US. And I don't put it all at the hands of social or the feet of social media, but it's definitely played a role. And Europe is more thoughtful about, you know, what privacy regulations are, right? And I, I do think there is a economic advantage to erring on the, a lighter touch of regulation, but it also comes with some externalities. But again, that's why we have a government and thoughtful people who can hopefully balance economic growth and innovation and risk and being aggressive and breaking some shit with also recognizing that, okay, uh, uh, Mark Zuckerberg and Sheryl Sandberg are lying to this, to us, that probably it doesn't make sense for a 12-year-old to be spending 14 hours, you know, a day, uh, in the high school cafeteria known as Instagram. So, I think it's a balance. And I'm not sure, I wonder if the EU is too regulated and America's not regulated enough. And I feel like in your que- your question is pregnant with a comment. What do you think?
- HSHarry Stebbings
I believe in minimal government intervention. I believe in Adam Smith's invisible hand. I think wherever, I think I just see European regulation get in the way of so much innovation every single day as a venture investor-
- SGScott Galloway
Yeah.
- HSHarry Stebbings
... and create labor challenges, innovation challenges, research and development chall- it j- so I think I'm stifled by innovati- or by regulation on a daily basis, which makes me negatively inclined.
- SGScott Galloway
But do you think at some point, do you think thoughtful regulat- for example, I think there, we needed more regulation in crypto in the last administration to create just a level playing field. I feel like a lot of the more innovative companies in the crypto space just wanted a set of rules they know would hold that they could plan against.
- HSHarry Stebbings
I completely agree, and I think clarity is everything, and I think it's where most governments fail to provide clear guidance as to what will happen in the future, and that's all people want. I think I just don't have trust in the institutions that make these regulations, which means that I don't want them.
- SGScott Galloway
But you are those institutions. You live in a democracy. You get to vote on who and what runs those institutions.
- HSHarry Stebbings
I, I do, but I don't get to vote in any way in terms of like who should be running. I think we both agree the quality of politicians is very low.
- SGScott Galloway
Yeah. Uh, look, that's a fair point, but I... I do think-
- HSHarry Stebbings
Agree with you totally. I just wish there were better quality politicians. (laughs)
- SGScott Galloway
Yeah. What I think needs upgrading is I think our, our v- and no one likes to say this. I think it's our public that are fucking idiots, that don't think critically and don't look at the issues and don't vote for good candidates and don't cut through the noise in their social media, are much more inclined to s- believe something bad about somebody as opposed to doing the hard work of really understanding the issues and voting for good candidates and being supportive and showing people a little bit more grace. Um...
- HSHarry Stebbings
Do you blame the public for that? Like when I... I, I agree with you totally, but when you look at the knowledge inequality both in the US and the UK-
- SGScott Galloway
Yeah.
- HSHarry Stebbings
... I think the majority do not spend the time to do the work.
- SGScott Galloway
Yeah.
- HSHarry Stebbings
And then also fed massive misinformation, which kind of feeds it in a challenging way.
- SGScott Galloway
Yeah.
- HSHarry Stebbings
But does one blame the public for the knowledge inequality?
- SGScott Galloway
Well, you know, the world is what we make of it. I find that we always have this idolatry of the voter that, "Oh, it's never the public's fault." And my sense is the public, um... I, I think in the US, a lot of our problems stem from, uh, what is a lack of investment or underinvestment in K through 12, and that we aren't producing critical thinkers who understand not only the government, don't understand how fortunate they are to live in a democracy, don't appreciate America, don't appreciate the rights and the freedoms and our victories that we should celebrate together, don't, um, understand basic financial literacy, aren't encouraged to vote. I, I've, I, I get that government is bad and b- but, you know, b- the, the question is, why aren't better people running?... and the answer is, whenever I talk to really good people that would like to run, they're like, "Are you fucking crazy? I would never put myself through that." And so why is that? Why have we made it so ugly and awful for good people to run? And I think-
- HSHarry Stebbings
Because of the processes of getting impact. It is so difficult-
- SGScott Galloway
Yeah.
- HSHarry Stebbings
... to make a change that you want-
- SGScott Galloway
Yeah.
- HSHarry Stebbings
... to make. It's not the money. People are like, "Oh, pay them more." It's never the f- money answer. It's always, it is impossible to do what you want to do when in a position of power. I literally just interviewed a prime minister the other day, and I said, "What do you know now that you wish you'd known?" And she said, "Even when you're in the top seat, there's very little that you can actually do."
- 12:55 – 15:20
Why Young People Have a Right to Be Angry?
- SGScott Galloway
- HSHarry Stebbings
I thought it was interesting. You said that young people had a right to be angry or deserved to be angry.
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
Do you stand by that when you think about that today? Or in your words there, like, you know, it's the world that you make it.
- SGScott Galloway
Well, yeah, but y- young people, to a certain extent, kind of inhe- inherit, inherit a world that is sort of set up for them by people before them. But in the US, and I'm not as familiar with this data in the UK, maybe you are, for the first time in our nation's history, a 30-year-old isn't doing as well as his or her parents were at 30. And every year in the US, we spend $12 on seniors for every $1 we spend on kids. Um, uh, the average 70-year-old in the US is 72% wealthier than they were 40 years ago. The average person under the age of 40 is 24% less wealthy. What seniors in the US have figured out is a way to vote themselves more money. And you could argue, well, if young people don't vote, that's gonna continue, but children aren't allowed to vote, and every year, uh, young people transfer $1.3 trillion in the form of Social Security payments to the wealthiest generation in the history of the planet, seniors. So when you see the cost of education, the cost of housing skyrocketing, when you see massive prosperity, and then it's rubbed in your face every day, 210 times a day, you're kind of reminded that you're not on a Gulf Stream or partying in Saint Barts, and it makes you feel bad about yourself. And meanwhile, you just see just the unbelievable economic growth and prosperity, but it doesn't appear that young people are sharing in it in the same extent. Um, and 40 years ago, 60% of 30-year-olds had one child at least. Now it's 27%. It's because they've decided they don't want kids, or maybe they just can't afford them. So when in... and I'll just, m- when institutions like mine at NYU take pleasure in artific- creating artificial scarcity so we don't let in as many kids as we could, such that we can drive up the cost of tuition, uh, faster than inflation and pay ourselves, uh, more for less accountability, and then we let people who own homes implement zoning and nimbius policies that make it very difficult for young people to afford a home, I think young people have a genuine, legitimate claim that the economy is not working for them. And the incumbents, specifically people my age, have weaponized government to transfer money from them to us.
- HSHarry Stebbings
What do you think is the core way that they, that they have weaponized government to work for you, and what would you say is the best way to reverse that?
- 15:20 – 17:45
Why the Tax Code Is Rigged Against the Young
- HSHarry Stebbings
- SGScott Galloway
Well, the tax code, it's the boring shit that moves the needle. So I make most of my money buying and selling stocks in companies, and we've decided that people who can do that should pay a lower tax rate. And the people that can do that are old and rich. Uh, old people make, o- old wealthy people make their money from buying and selling assets. Young people make their money from salary and working. Why am I paying 22% and the top income earner on current income is paying 37%? The second-biggest tax deduction is mortgage interest rate. Old people own homes. Young people rent. Why is, why is the primary cost, the biggest cost for old people tax-deductible but the biggest cost for young people is not? So even the two biggest tax deductions are just a transfer of wealth from the young to the old. So I think it starts with tax policy, um, essentially, um, uh, Social Security tax. I pay, I make a lot of money. I pay, every year, $9,000 in Social Security 'cause it taps out at 6% up until 160 grand. An analyst working for me that makes 160 grand also pays nine grand. So i- if you look at the tax code in the US, and I apologize for deferring to the US by just knowing more about it, the tax code's gone from 400 pages to 4,000, and those incremental 3,600 pages are basically full of lip- loopholes for corporations and the wealthy to get wealthier and wealthier. So some solutions, I think you should eliminate the capital gain. I think we should have one tax code, and it's AMT, it's non-negotiable, and call it 30%. 30%, you make over 100 grand a year, you pay 30%. You make over a million bucks a year, you pay 50%, which sounds like a lot, but Daniel Kahneman's research has shown, above $1 million, you don't get any incremental happiness. Whereas if you have universal childcare or Medicare, it, and you can take a household's average income from 30,000 to 40,000, it's a huge leap in happiness. So an alternative minimum tax for corporations and the wealthy, a tax holiday for people under the age of 30, more vocational programming that helps create more on-ramps for young men that have been sequestered from them in an information age, um, national service, mandatory national service so young people can find friends, mentors, and mates, more third tax credits for third places so people could find places to meet each other instead of swiping. I think there's a lot of things we could do to, um, reverse this really awful trend of obesity, anxiety, and depression among, uh, young adults.
- 17:45 – 21:17
Tax Changes That Would Make Young People Rich Again
- SGScott Galloway
- HSHarry Stebbings
We, we said there's so many elements with every statement that you said that I want to unpack. You said about children, uh, and-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... people kind of delaying the decision to have children, and then kind of merging that with the angry. I have so many female friends who are 35 to 40 who are partners at law firms, partners at venture firms-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... great, high, well-paid jobs, they've crushed in that, and they're angry, Scott.
- SGScott Galloway
Hmm.
- HSHarry Stebbings
They're told, "Hey, I've been told for a decade that work is the most important thing, career, career, career."And actually, I'm sitting here now where my eggs are not what they used to be, my fertility's not what it used to be, and I feel like I was misadvised by the system. What would you say to them?
- SGScott Galloway
I think economic security is really important. And, uh, I mean, so, uh, I was raised by a single immigrant mother who lived and died a secretary. And the biggest source of stress on her life, quite frankly, Harry, was we just didn't have enough money. And it was very... In a capitalist society in America, when you don't have a lot of money, even as a kid, I remember registering these little thing, it's like a ghost is following you around telling you you're not worthy. Like, I literally feel like there was this ghost following me and my mom around saying, "You're not worthy."
- HSHarry Stebbings
Mm-hmm.
- SGScott Galloway
And, and I think poor people get those messages every day. And I think if you're a poor woman or a woman who doesn't have a lot of economic prospects, I think that's an ugly place to be. So, I don't fault those women for wanting to excel academically and engage in the fruits of a capitalist society and develop economic security. I, I'm not sure I would advise them to have done anything different. The hard part is, if you're gonna have an honest conversation about mating, you have to have an honest conversation, and it's the following. The guy that takes that route and becomes a baller at a law firm becomes sexy, right? You make more money, you're more attractive as a man. You make more money as a woman, you're just a woman making more money. And so, the sa- the, the sort of increase in mating opportunities for men who get more successful is exponential. The increase in mating opportunities for women as they become more financially viable is just flat. 75% of women say economic viability is hugely important in a mate. It's only 25% of men. So, we have this kind of weird externality where as women become more successful, it doesn't mean, it doesn't mean they become more attractive to the opposite sex, but what we also have is that as women become more economically successful, their pool of viable mates goes down because women mate socioeconomically horizontally and up, men horizontally and down. And women, if you will, the metaphor, uh, I'm a fan of this podcast called Modern Wisdom from Chris Williamson, he calls it the high heels effect, and that is the majority of women will not date a man shorter than them. Distinct of what they say, the dating apps show that majority of women will not date a guy shorter than them. Economically, women are getting taller every year and men are getting shorter. So, when we say, when you hear people all the time say, "I know all these wonderful, attractive, high-character women, and they can't find a man." They can find a man. They just can't find a man they want to mate with, because men aren't doing well. And as a result, there's a mismatch in attraction, and that is the pool of viable mates of horizontal and up for women who are doing well is shrinking. 'Cause a woman who's a partner at a law firm isn't interested in dating a guy who's a high school dropout and is a mechanic and maybe making 60,000 a year, and she's making 600,000 a year. Whereas if a guy's making $600,000 a year and a woman in PR is making $60,000 a year and she's attractive, tha- those are, those are considerable, considered viable mates.
- 21:17 – 26:08
The Tinder Effect: Why Men Are Angry
- SGScott Galloway
- HSHarry Stebbings
I saw that you spoke recently about the kind of radicalizational antagonism within young men when it comes to the amount of swipes correlated to the amount of coffees on Tinder and dating apps. Can you talk to me about how you think about kind of male rejection through dating apps and how that leads to antagonism, tension against more things than just dating?
- SGScott Galloway
A common thread through history is that the greatest innovation in history is not the iPhone or the semiconductor or vaccines, it's the American middle class. And you had this huge body of educated, progressive, um, populous who was productive and created so much tax revenue and so many rights, and it became just this, this anomaly, because typically, the way societies work is that a small number of men get all the mating opportunities. Uh, that is how... That's been the natural order of things, is that a very successful man has multiple... He can basically engage in polygamy. And at the end of World War II, we brought home seven million men from overseas. They were in uniform. They had demonstrated heroism. We put a ton of money in their pockets through VH loans, National Construction, Highway Construction Act. Our manufacturing base was unbelievable, and there were
- NANarrator
Mm-hmm.
- SGScott Galloway
... a ton of middle cla- and basically, we created a ton of very attractive men that women were attracted to, and we had the kind of middle-class two-car, you know, home. And the homes were so productive and so successful they thought, "Let's bring women and non-whites into this prosperity." And they created a huge tax base, educated populous, and what we have now is I think we're reverting to the way mo- the majority of history is, and that is a small number of men who can demonstrate wealth or signal wealth online, whether it's through a Rolex or through slipstreaming into the information-age economy, can have a date every night. If there's 50 men on Tinder and 50 women on Tinder, 46 of the women will show all of their attention exclusively to just four men, leaving 46 men to fight over four women. And the scariest stat I saw, I think you referenced, is that in order to get one coffee, a man of average attractiveness on a dating app has to swipe right or try and connect with 200 women to get one coffee. And then if he's fortunate enough to get five coffees, which took 1,000 swipes, four of those five coffees will reconsider and ghost him and either not show up or cancel. And what this creates is a lot of resentment among men of average attractiveness, and then they become much more prone to misogynistic content, much more prone to nationalistic content, and this is a story as old as time. If you talk about kid- young men who've been radicalized throughout history, generally they have a lack of romantic and economic opportunities. And so, what I see is a group of men who women find undateable, not economically or emotionally viable, and when a woman doesn't have a romantic relationship, she tends to channel that additional energy into much more productive things, her friend network and her professional life. When a young man doesn't have the guardrails of a romantic relationship-He oftentimes channels that energies into video games, porn, and conspiracy theory. And back to your point about women feeling like they screwed up, what the data shows is distinctive the, kind of the trope of the woman who's lonely and ends up with cats, who's a partner at a law firm and is miserable. The majority of the data shows that actually men benefit more from relationships than women. That widows are happier after their husband (laughs) dies and widowers are less happy. That men actually get more from a relationship than women. And so the absence of relationships, the absence of young people hooking up and mating and committing to each other, actually has more downside impact on men. If a man hasn't cohabitated or been married by the time he's 30, there's a one in three chance he ends up a substance abuser. And men really need guardrails. What I, I, I think young men, I think there's a lot of data that shows that while they're physically stronger, they're actually emotionally and mentally weaker than women. And without the guardrails of a romantic relationship or strong male involvement or s- or, or strong culture and a good job, they're much more prone to substance abuse. They're much more prone to, um, risk-aggressive activities, including gambling. They're much more prone to lower their risk aggression and find their friends through Reddit or Discord jobs, or trying to make money through crypto or stock trading. And, and instead of going through the pain of trying to ... Like, you're a good-looking guy. You care about the way you look, you care about your career, you signal a lot of very positive things that take a lot of work and energy, and I worry a lot of men are not making those efforts 'cause they think, "Why make those efforts? G- why go through that when I just have porn?" So I worry a lot about, um, young men and the lack of opportunities for creating a middle class through what I would hope is economically and emotionally viable men.
- 26:08 – 29:29
Remote Work & The Case for Alcohol
- SGScott Galloway
I think remote work is a disaster for young people. I think they need to meet each other, learn how to read the room. I think a close second is the anti-alcohol movement. And I think the risks to a 25-year-old liver of alcohol are dwarfed by social isolation. And when I was your age, I was drinking a lot, and it helped me find friends and it helped me find potential romantic partners. And as I got older and I got more serious about my career, I wound down my substances because, like you, I said, "All right, shit just got real." Uh, for me, it was m- my mom got sick, I didn't have enough money, it was very humiliating for me. So I thought, "All right, I need to get really, really serious about my career." And that involved a lot of things in my control, including dramatically reducing my consumption of alcohol and THC. 6% of kids are teenagers that are clinically addicted to alcohol or drugs. 24% are addicted to social media. So I jokingly say, "G- put down your phone, go out, drink more, and make a series of bad decisions that might pay off." And when I, if you ask people to reverse engineer their closest friendships and their learnings around dating and romantic opportunities, did alcohol play a role in that, almost everyone says yes. And then you say, "Was it a positive or a negative?" They're, they're thoughtful and they slow down, most of them say it was a positive. And I worry that, that this anti-alcohol movement is cr- and people at home with Netflix, people at home, uh, because it's gotten so expensive to go out, that people aren't bumping off one another. And if someone had said to me, "Here, on a dating app is a list of the attributes and a picture of who ultimately I ended up mating with," I would've never chosen them. But it was being in the presence of them, getting to know them at work, hanging out with them in a friend group or a sports league, g- having an opportunity for me to demonstrate excellence. If you talk to people who've been married longer than 30 years, 80% of them say one was much more interested in the other at the beginning. And it was always the man was more interested in the woman. Women have a much finer filter for mating 'cause there's so much more downside to sex than there is for ma- a man. But where do young men have an opportunity to demonstrate excellence? So they're all on the dating apps, and all of a sudden it's about height and perceived, uh, resources. And so you, you've seen this trend on TikTok where they say, "All right, describe your minimum height and your minimum income." Six feet, six figures. That's 2.6% of the population of people who aren't married, aren't obese, are under the age of 50. Whereas when you talk to married couples, they're like, "Yeah, I, I wasn't interested, but he was so good at what he did at work that I fell in love with him. I was at temple with him and I saw how kind he was to his parents, and I fell in love with him. We were in gar- guitar class together and I liked his hands." Where does a young man demonstrate excellence, uh, uh, these days?
- HSHarry Stebbings
Social media.
- SGScott Galloway
And then it comes down to height and money, and basically trying to create, create a, a-
- HSHarry Stebbings
Or trying to be someone that you're not.
- SGScott Galloway
Exactly.
- HSHarry Stebbings
You know, like most of my feed is Scorpios or some bullshit Mykonos club where the Rolex is on, and it's like-
- SGScott Galloway
With my filter that gives me a six-pack. And here I am on my jet ... By the way, anyone who takes a picture of a jet does not own that jet. You know? So I, I worry that, and we're creating unreasonable expectations for young people around what it means to be successful.
- 29:29 – 34:59
The Loneliness Epidemic in Men
- SGScott Galloway
And also-
- HSHarry Stebbings
Well, did you always know who you were? I know this sounds like a weird one.
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
But I've, I've done what I've been doing since I was 17.
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
So I've never really had adulthood without bluntly running my business. So I don't really know who I am. It's why I never go on holiday because you're forced to reflect on life. And I don't really wanna reflect on life without work because I, I don't know who I am. Did you know who you were? W- did you learn who you were from tough times, good times?
- SGScott Galloway
It's an interesting question. I think you're being hard on yourself. I think you've decided that you're, y- first off, it sounds like you were very blessed in that you knew what you wanted to do at a young age.
- HSHarry Stebbings
Yeah.
- SGScott Galloway
At 17, I thought, you know, when I was very young, I thought I was gonna be an athlete. At 17, I thought I was gonna be a pediatrician. At 22, I thought I was gonna be an investment banker. And then by 24, I was living with my mother and had no idea what I was gonna do. So you're sort of blessed that you had that kind of focus and drive at such an early age. That's a gift. And I don't think there's anything wrong with...... kind of, uh, uh, similar to you, once I got going and got some professional traction, I, uh, my entire self-worth and identification was through my professional success or lack thereof. That's how I identify who I am. That's where I get my confidence. And then, when I finally got to economic security, I thought, "All right, I need-"
- HSHarry Stebbings
Can I be blunt? What was economic security for you?
- SGScott Galloway
Yeah, I had a number too, and I just... Uh, I, I wrote a book on financial security. For me, it was like, I wanted to assume that 4% of my number would give me passive income that would be way more than I needed to live well. Uh, my number was 150 million-
- HSHarry Stebbings
(sighs)
- SGScott Galloway
... uh, 'cause I thought, uh, it would be hard for me to spend half a million dollars a month, although I figured out how, and 4% of 150 million is 6 million, half a million dollars a month. Uh, I got there about 10 years ago, and I started thinking about... And I'm very open about money 'cause I think when rich people don't talk about money, it's, it's an accidental or purposeful means of keeping lower middle income people down. If you wanna be great at tennis, you should talk a lot about tennis. Young people need to talk, speak to each other about money, their fears and anxieties. It's helpful. I was very stressed out about money when I was your age. I didn't have a lot of it. So I think it's really productive, educational, and cathartic to talk about money. But when I got to my number, I was still very ambitious. I got all of my self-worth through money. My, my friends, my mating opportunities, and all the incredible experiences, a- and my power came from money. So I just naturally assumed that the more money I have, the more of those things I'm gonna have. And then I had a couple fairly close friends pass away unexpectedly. That happens. You're young. When you hit 50, you'll lose a couple friends randomly. Like, strange genetic time bombs just go off, and you'll have a d- friend die of six months in leukemia or some rare nerve disease.
- HSHarry Stebbings
(sighs)
- SGScott Galloway
And it does inspire some pause, or it did in me. And I thought to myself... I was in the midst of raising a private equity fund 'cause I thought, "You know what? Just deep down, I wanna be a billionaire." Scott Galloway, billionaire, had a really nice ring to it. And I thought, "I need to get to a billion." And I raised some money, or I got some money commitment, and then I, I, I had some losses in my per- my personal life, and I thought, "Why on earth do I need to be a billionaire? I can do anything I want." And so a huge unlock for me was financially deciding, "Okay..." And I do this. Every year, I look at my number. I know kind of, uh, pretty much how much I'm n- worth. Goldman manages my money. They give me a number every year. And anything above my number, I either spend it or I give it away. I love to spend money. I'm really good at it. And I'm, I'm an indulgent person. I do crazy fun things. And then anything that's left, I give away, because I think hoarding wealth is a virus, and I think it can train you to do the wrong things and focus on the wrong things. And then I thought, "Okay, I need a new purpose." My purpose used to be to establish economic security so I could take care of my mom, have fun, be interesting, be important, find a mate, take care of my kids. And I thought, "I need a new purpose in my life." And I really spent a lot of time thinking, "What is my purpose?" And tried to establish a new purpose other than just being really rich and a baller, which had been my purpose up until the age of, like, you know, call it 45, 48. But y- y- d- what you're going through, it sounds to me like you've been very successful. You professionally identify yourself. And when you get to your number, what I think is really helpful is to say, "Okay, money is the ink in my pen. It can write new chapters. It can make certain chapters burn brighter, but it's not my story." And so to really think about, "What is my story? What is my purpose?" No one's gonna remember you in three generations, but in one, what would you like them to say about you, right? What would you like the... Other than he was really successful, which it sounds like you are, what are the second and third things you would like them to say about you? I think it's a very healthy process to go through. I went through it, and it's given me-
- HSHarry Stebbings
What would you like-
- SGScott Galloway
Go ahead.
- HSHarry Stebbings
... the next generation to say about you, if I were to turn that on you?
- SGScott Galloway
Well, I wanna be known... I think about, what are the three things you want on your tombstone? I wanna be known a generous patriot and dad. My purpose now is I wanna raise patriotic loving men. You know, I have two kids, two boys. Do you have kids?
- HSHarry Stebbings
No, I don't.
- SGScott Galloway
So once you have kids, everything kinda changes. And that, for me, has given me purpose. It's given me a sense of, "Okay, that's why I'm here. I'm here to produce two, two men who are generous, loving, kind, patriotic young men." That has given me a sense of purpose, and it's, it's a nice grounding for me. And I'm good at it. I don't think I'm great at it, but I know I'm good at it. And it gives me a sense of comfort in being such that I'm just not constantly thinking about how I get more AUM and go buy a company
- 34:59 – 39:35
The Truth About Kids and Career
- SGScott Galloway
or something like that.
- HSHarry Stebbings
What would you say to me, who's scared about having kids whilst maintaining being, like, top performance in work? Like, kids are t- My brother has a child. He's knackering. They cry at night. You have to give them time, emotion, love. I can just be ruthlessly selfish right now. To what extent do kids impact performance?
- SGScott Galloway
How old are you?
- HSHarry Stebbings
29.
- SGScott Galloway
Oh, so you're a kid. So look, at the age of 29 with a little bit of money, living in a city, you're a good-looking guy. You're gonna have a series of empty, meaningless experiences, but as far as empty, meaningless experiences go, they're gonna be pretty good. So I'm not sure you need to be in a hurry to get married. What I would say to you, though, is that for most men, kids are motivating professionally 'cause you realize it's no longer just about you. And you need to think longer term. You need to be thoughtful. You need to maybe pull in your horns a little bit if you hit, if you hit it big, diversify a little bit, uh, you start finding reward in different things, reward in raising kids with a competent partner is really rewarding. Like, watch... Like, I would didn't- I was not in love with my kid when it came to rotating out of my girlfriend. I thought the whole thing was gross and weird, and all I felt was fear that I wasn't making enough money. So it wasn't like angels singing and bright lights everywhere. But you fall in love with your kids, and then it gives you a sense of purpose. It gets... It was very motivating for me. I was making just enough money to go to St. Barts and date and get the perception of wealth and success, and I wasn't motivated to do more than that 'cause I didn't have kids. Once I had kids, I'm like, "Okay, it's no longer about me. I gotta make a lot more money." I found it very motivating.And also, there's something comforting. I don't know if you're going through this, but when I was single and making good money, basically Thursday and Friday was about lining up fabulous experiences with fabulous people on Saturday and Sunday. And it was like, I was like a, a monster or dragon that could never be sated. I wanted more money, more experiences, more incredible e- uh, events, hotter women, more sex, more events, hotter women, more interesting events, more money. It was never enough. It was like, "I want more. I want fucking more." And having kids for me ... And I didn't want kids. I was forced to have kids because my partner basically said, "I'm out of here unless we're having kids." But now, like I do have moments where my boys bomb into the room and we're watching some show or football and they throw their legs over mine naturally, just sort of instinctively and the dogs roll in. And that's like the only time in my life where I've ever thought, "Okay, this is it. This is enough." I don't, I can't imagine nicer kids. I can't, I just can't ima- better dogs. Like this is it. It's the first time in my life I've ever felt sated and I can't, I can't communicate it to you. I can't convince you of it. The only way you can do it is to have kids. But what I would tell you, and I think there's research here, is that if you have economic security and you can find a competent partner, having kids is just an incredibly ... It, it's the most rewarding thing I've ever done by a long shot and I didn't want kids. And also professionally, I found it very motivating. So the notion that somehow it's gonna slow you down, no. I think, my guess is, and I don't know you, but my guess is that's bullshit, uh, to excuse the fact that you're still in an arrested adolescent stage, having a lot of fun and have at it.
- HSHarry Stebbings
But what's challenging there is how do you know when you've found the right person? And what I mean by that is like, no one is ever gonna tick all of the boxes.
- SGScott Galloway
Right.
- HSHarry Stebbings
How do you know when to settle with compromise versus look for perfection?
- SGScott Galloway
Oh, I don't know. I, I, I think everyone's different but for me it was, but for me it was willing to throw up the deck of cards that was my life and let them land anywhere because I didn't wanna lose this person. I had no desire to have kids and this person made it clear to me that, "Okay, if you don't want kids, I get it, but we're ... I need to move on because I wanna have kids." And so I was willing to reconfigure my life 'cause the idea of not having that person in my life was really upsetting to me. So that, you know, that either happens or it doesn't. The hard part is as you get older you become more set in your ways. But I've, I would imagine what happens to the majority of us will happen to you, and that is you'll meet someone and you'll decide that the sacrifices, uh, are worth maintaining that person in your life. Uh, I think that's generally ... I don't think any guy ever decides ... I mean, this is terrible. I think most men who are successful like the optionality of not being committed or married or having kids. And then I think what happens a lot is your partner's not up for that. (laughs) And, and, and basically says, "Okay, it's decision time." And you make that decision and then hopefully you, you look back and think that was a good idea, that was the right decision.
- 39:35 – 41:31
Are Billionaires Happy?
- SGScott Galloway
- HSHarry Stebbings
How many of your extremely successful billionaire friends-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... have great family lives? I asked my mother on a walk the other day, she said to me, "What gets worse with money?" And I said, "The only thing I can think of is family."
- SGScott Galloway
I don't know. A- a- actually, the majority of really wealthy people I know, I think there's a bit of a cartoon that wealthy people are crawled over, this sort of Bernie Sanders ... I don't know how much you know about American politics but-
- HSHarry Stebbings
Yeah, sure.
- SGScott Galloway
... this Bernie Sanders, Elizabeth Warren, that all billionaires crawled over people to get there. I have generally found the wealthiest people I know, I probably know maybe, I don't know, a dozen billionaires? Generally what I've found is that they're really good people, and the key to being a billionaire is establishing allies along the way. And that is people put them in a room of opportunity even when they're not in that room because they're really high character good people. So I think the cartoon of Monty Burns starting the nuclear power plant and being a weirdo and mean, I don't find that's true. I find that the majority of really wealthy i- people I know are generally speaking, especially ones who are self-made, generally speaking are high character people. Now, they're aggressive and can be brash or whatever, but generally, I generally find they're high character people and also, uh, pretty good family men. Um, you know, there's the, you know, sometimes married more than once but generally speaking, um, good family people. And so I don't, I, I don't know if it's proximity bias, I got lucky with some of the people I know, but I have found that, that the, the unhappy billionaire who has a shitty relationship with his kids and has been married five times that I find that's mostly a cartoon. That there's so much anxiety injected into relationships when you don't have enough money that those are the people that have really dysfunctional families. So my experience has been that actually wealthy people are both a high character generally speaking and generally speaking, have pretty good partnerships and pretty healthy
- 41:31 – 53:36
Becoming a Better Son, Father, Partner
- SGScott Galloway
families.
- HSHarry Stebbings
Have you ever felt as a father like you didn't meet the grade? Like there was a period where you didn't meet the grade, you, you weren't performing like you should've been and you, you let them down as a father?
- SGScott Galloway
Oh, I feel that almost every day. Uh, I, I hugely ... The two people that make me more insecure than anyone in my life are my boys. Like some day- every day I wonder, "Do my boys like me?" And then what you recognize in a moment of clarity as a dad is like they're not necessarily supposed to like you. You're not supposed to be their friend. You're supposed to be their dad. And I handle situations incorrectly. I over-parent. I under-parent. I know I'm a good dad but I aspire to be a great dad and I still don't think I'm there yet. It is something I have not figured out. I'm hugely insecure around, uh, my fathering. Uh, it's something I struggle with. I have a kid who's applying to college. He's taken the ACT. I don't know how to thread the needle between telling him, "It's go time. Success is about knowing when to turn on the jets. This is that time." And at the same time-... not putting too much pressure on a 17-year-old, who is already, like, studying all these subjects, trying to make the football team, get his IB scores up, you know, get home on time. I mean, so, uh, I, I, I struggle. The position I find most rewarding, but also the people I'm most insecure around, in a weird way, are my sons. So I think... I've just decided that's part of it. I... Uh, maybe dads, there may be, there are some dads who are just like, think, "Oh, yeah, I'm a great dad, no doubt about it," but yeah, I, I, I struggle with what it means to be a good dad and how to, how to manage it.
- HSHarry Stebbings
Did you have a good relationship with your father?
- SGScott Galloway
Uh... This is very interesting cheap therapy. Um, the, no, I mean, my dad was fairly absent. My dad left us, my dad's been married... My dad was handsome, strong jawline and a Scottish accent, which meant in '70s Southern California, he could not only think with his dick, he could listen to it. He's been married and divorced four times, and as far as we know, and he's on his fifth wife, which is a woman I basically pay to be his kind of home health aide. Um, and he le- you know, he f- he, he, uh, basically started his third marriage while I was still married to my mom, left, moved to Ohio. It was a different age, it was the '70s. Kids were sort of like, uh, furniture, they, uh, we didn't revolve our lives around kids back then. So I saw him, uh, uh, holidays and summers, so we weren't... he wasn't very involved in my life. Um, but where I've forgiven my dad, and I'll put the question back to you about your relationship with your father, what was a big unlock for me was, I think, we have an evolutionary obligation to just be a better dad than our dad was to us, and my dad was that. My dad was physically abused by his alcoholic father, and when I recognized how his father treated him, he was actually very good to me. And that means he checked a box. And then, the biggest unlock, I used to resent my father and have trouble, you know, sometimes being nice to him, was y- I, one of my biggest unlocks was recognizing like, try and imagine what kind of son you wanna be. Imagine what kind of friend you wanna be. Imagine what kind of boss you wanna be. Imagine what kind of partner, romantic partner you wanna be, boyfriend, and live up to that standard, as opposed to doing what I did all the time, and I managed my relationships like transactions. Where if I wasn't getting as much back for my emotional dollar, I no longer continued to patronize that establishment. And there's a problem with that because you'll always inflate your contribution to the relationship and minimize theirs. So I found it just much easier to say, "What kind of son do I wanna be? I wanna be a generous, loving son that's really good to my dad." And the moment I just said, "That's my benchmark," not trying to measure, "Well, am I a better son than he was a dad to me? Could he have been better and I'm angry?" I just found that such an incredible unlock.
- HSHarry Stebbings
So you're willing to still be giving even if it's not, maybe, deserved or earned?
- SGScott Galloway
Yeah, because that, I feel like that's the whole fucking point, that's the shooting match. You wanna die, like, ideally, like, I was a better son than my dad was to me. I was a wonderful husband. I was so wonderful to my kids, I got a lot of joy back from them, but on a balance scorecard, I'm still in the, the net positive. I think that's the whole point, is to leave this earth being-
- HSHarry Stebbings
So you don't agree with cut out people from your life who are negative energies, who are negative forces?
- SGScott Galloway
Oh, sure. You don't, don't be... I mean, I shed friends all the time. (laughs) I shed relationships. You know, what, what... I used to be focused on business. You're, you're, it sounds like you're in, uh, you're in finance. It gets pretty brutal sometimes. And I've been, in my opinion, sort of not abused, but treated poorly by business partners, ve- venture capitalists, and I've, uh, I get, I'm, uh, I struggle with anger and I thought, "Oh, I'm gonna serve this guy a cold lunch someday." And it rent- lives rent-free in my head. And one of my mentors, Hamid Moghaddam, said to me, um, he said, "The best r-" he's like, "You really wanna get at this guy?" It was a VC, one of the most powerful VCs in the world, washed me out of my stake in my company, kicked me off the board. He's like, "You really wanna get back at him?" I'm like, "Yeah, what are we gonna do?" And he's like, "Lead a fucking amazing life. That is the best revenge." And so if I don't, if I have a bad business partnership, it's something I'm proud of, I have never sued or been sued by anybody. If I have a bad relationship with someone or I feel like I've been wrong, I just don't work with them again. There are some friends in my life that slowly but surely I just do a slow fade from. I don't, I've never tolerated an abusive relationship romantically, but generally with your important relationships, I think a healthy way to approach it is just say, "I'm gonna put away the scorecard and I'm gonna focus on this aspiration of the kind of person I wanna be in this relationship," and hold yourself to that.
- HSHarry Stebbings
Can I ask, how did your relationship with your father change how you are as a father?
- SGScott Galloway
Your parents still together?
- HSHarry Stebbings
No.
- SGScott Galloway
Um, do you have a good relationship with your mother?
- HSHarry Stebbings
Amazing.
- SGScott Galloway
And do you feel that some of that is that when your mom and dad broke up, that you held your... What I did was I held, I saw, I sanctified my w- my mom. My mom took care of me. She was, in my mind, and died early, so in my mind she was this saint. And my dad was g- that guy off banging a stewardess from Continental Airlines who didn't spend- didn't show up for my soccer games and abandoned me. That's how I saw it. And the reality is, it wasn't that black and white. And my mom, to a certain extent, unwittingly maybe, kind of turned me against my father a little bit unfairly. And so as I've gotten older I realize that nothing is black and white, that people aren't perfect, but y- you are in a situation now where you just have to decide, where would you get the most reward in terms of your relationship with your father? An amazing relationship with your mother goes a long way. I had an amazing relationship with my mother, and when someone, I'm convinced that when someone tells you, and I, I, I trust and hope your mom did this for you, when someone tells you you're wonderful and loves you every day, you begin to believe it. And that's what my mom gave me. But in terms of the takeaway from my dad, in terms of what I've decided to do, I just try to spend a lot of time with my kids. I don't believe in quality time, I think that's a concept invented by......by wealthy people with no time who don't want to spend that much time with their kids and pretend they're good dads. I find the most important time with your kids, and you, you have some time to figure this out, is what I call garbage time, and that is the really amazing moments with your kids happen unpredictably. You're on your way to, you're dr- driving them to school and they're not looking at you and they're like, "Dad, I like this girl." And you're like, "Okay," and you don't say anything 'cause those moments don't come very often, and you just let them talk, and you don't look at them for fear you're gonna intimidate them. And you have, like, one of those nice moments with your son, and the only way you get to those moments is by spending a lot of time with them because they just happen totally randomly. But m- the way I have tried to overcompensate, the, the thing that really was rough for me with my father is my dad just wasn't around a lot, so I just wanna be every day at 9:00 PM Greenwich Mean Time no matter where my kids are, one of my kids is at tennis camp in Florida, one is at boarding school, at, at 9:00 PM I call my oldest, at 9:15 I call my youngest. And a lot of times (laughs) they block my call or they're unavailable, but I know when they're older they're gonna go be like, "Yeah, Dad, Dad was self-absorbed and into his own thing and flew off the handle sometimes but called me every day, called me every day no matter what." So, you'll, I, what I would say is just take from your father the things that upset you and try and correct those for the next generation, right? Try and, try and compensate and, and, and make sure that you don't fall into that same trap.
- HSHarry Stebbings
Did you find that money changed the relationships around you?
- SGScott Galloway
My father's 95 and not doing well so I can say this 'cause he, he's like a baby now, he has no, he's, he's basically just, you know, uh, like a baby, he has no cognitive, he's not there any longer. My dad loves me more than my sister because I have more money than her. My dad was raised in depression-era Scotland and was so obsessed with money 'cause if you lived in Glasgow in the 30s and 40s, you could starve if you didn't have money, and he had some very weird things happen to him, he was in the Navy for two years, sent his money home because he got his money stolen his first two weeks on a ship, sent all of his money home to his mother, came home and his mom had spent it on whiskey and cigarettes. So my dad just had a very unhealthy relationship with money and it scarred him, and it scarred me 'cause my dad was that guy who I would, he'd be in town for the weekend and he'd take me and my friend to go see a movie and then he'd lined up, he'd ask my friend for two bucks at the end of the movie to pay him back for the ticket. You know, the closest my father ever came to physical violence was when we went to a hotel and I'd never seen anything called a minibar before and I decided that I should eat and drink everything in the minibar. Uh, so he had a very unhealthy relationship with money and the reason he came to be really impressed with me was 'cause I made a lot of money, and that, that's fine, I just recognize it for what it is, but for the most part it's been a real nice thing in my relationships, it helped me take care of my mom which was one of my objectives, and probably the most rewarding thing about making some money was I was able to take care of my mom towards the end. It takes an absence, it removes stress from your life in terms of your kids and your partner, so on the whole it's been a really, it's been a really wonderful thing for me, I'm, I'm, I enjoy it and feel like I'm good at it, um, you don't feel that way?
- HSHarry Stebbings
I do, but I do feel that people treat me differently now than I, they used to. People don't argue with me as much, people stop talking when I talk, uh, when it comes to kind of family decisions my voice matters much more than anyone else's.
- SGScott Galloway
Oh, yeah.
- HSHarry Stebbings
Why? Because I'll pay for it.
- SGScott Galloway
Yeah, there, there's, and, and, but even the fact that you're self-aware enough to know that, you know, I'm on constant editorial calls and the majority of my team is 24 or 25, and some will disagree with me or say something rude and I'm like, "Man, I'm gonna self-fire that motherfucker," I get angry 'cause I have such a big ego, and then what I realize, with just a few minutes of reflection is, it's really important you keep those people around you because you can start to believe your own press, and start to believe that... And that's also one of the wonderful things about kids, your kids are not impressed by your professional success at all, at all, as a matter of fact they're not, they're totally unimpressed with you, like, "Dad is lame," I'm literally the uncoolest person in the world in their eyes, uh, but I definitely agree with you, once you have money people laugh at your jokes, people find you interesting, people want to know you, and it can lead to bad places, I have found as I got, as I've gotten older I don't make as much of an effort with people. I went to this thing at the Tate last night, one of these fancy galas, and I'm so used to everyone wanting to know me and starting conversations with me, and I was sitting with these artists and I thought, "I need to be less arrogant, I need to be more friendly and not expect everyone just to be, like, asking me questions and wanting to know more about me just because I have money." And so maintaining, f- finding people in a practice that keeps you somewhat humble and grounded is really important, but even the fact you even recognize that means you're well ahead of where I was at
- 53:36 – 58:18
Behind the Persona: Who Scott Galloway Really Is
- SGScott Galloway
your age.
- HSHarry Stebbings
Can I ask, do you feel like the public snippets, the media TikToks and reels that go around of you are a representation of who you are, Scott? Like, just being transparent. I loved your content coming into this, it's why I wanted to do this show, but the person that I'm interviewing now is completely different in an incredible way to the image I had of you. Do you feel like the image is not aligned to who you are?
- SGScott Galloway
No, it's an aspect of me. So I'm an introvert, I'm happiest after an edible, at night, alone with my dogs, knowing my kids are safe, uh, writing and, and just being alone, and, uh, when people meet me they're generally disappointed, they think I'm gonna be some fascinating guy full of interesting, you know, data interspersed with dick jokes, I'm an introvert, I'm fairly intense, and so that side of me is, uh, uh, a reflection or a personality, or a side of my personality, but it's not, it's not me, and also...Uh, social is, the algorithms just love moments where you're making a puncturing statement or someone's calling you out. Um, but no, it's not, I don't feel like... I don't think anybody who knows me, I don't know if you feel this way, would say, "Oh, yeah. That's, that's who that person is." I try to be authentic. I try not to put on an act. But there's no doubt about it, when the cameras go on and, you know, it's show time, it's not... I, I, my favorite thing is to be around my kids and not say a word and just listen to them, and just be in the company of people. My partner consistently has to ask, encourage me, he's like, "Make conversation for God's sakes. You're so fucking boring." I enjoy it. You know, I'm, I'm paid to be an extrovert. I don't know if you feel this way. I'm paid to be an extrovert, so how I relax is I just like to listen to other people and, and be a, you know, an observer as opposed to participant.
- HSHarry Stebbings
I'm paid to be an extrovert too. Can you help me out, Scott? I've so enjoyed this. My, my, all my relationships say, "I've had enough of brand Harry. The show's not on now. The lights are off. Like, you can turn off the facade." And I've actually in many ways lost who I am because I'm always on show that I've just become the on-show version. Even when I'm at home on the sofa, there'll be a show.
- SGScott Galloway
Yeah, I, I, I-
- HSHarry Stebbings
You never found that hard?
- SGScott Galloway
Yeah, I don't, I don't, um... I mean, you're at a stage in your life, you're so young and you strike me as so self-aware that you're just well ahead of where other people are, just the fact you're asking these questions of yourself. I also think you're be- being a little bit hard on yourself. You've, you've, you've been very successful, you're in good shape, you're smart enough and self-aware enough to know about these, you know, ask yourself these questions. You know, the, the, the unlock... The only advice I would give to a guy your age that I was, I did not engage... I wasn't very kind. All of my energy, all of my focus was how I become more awesome and rich, and not thinking about, "Well, I'm in a unique opportunity to accelerate people's careers. I'm in a unique opportunity to pay people a lot of money, to overcompensate them. I'm in a unique opportunity to... Young people admire me because I'm the head of this company. I'm in a... I have a unique opportunity that when they do a good job, to water them and make them feel great about themselves and make, just make their day." You know, you're an impressive guy, you have people who work for you, it's just so... such a incredible opportunity to just make people feel great all the time. And instead of paying someone £100,000, pay them 140, and that makes such a difference in the world. You know, the, y- y- y- you... I, I wish I'd taken more advantage of the human capital I was possessing to improve people's lives. You know, I, I just... Everything was about fucking me, and it's... I feel as if I, like, I, I, I just wasted so much opportunity.
- HSHarry Stebbings
What would you have done differently, just given more?
- SGScott Galloway
I just would have been kinder. I just... When someone did a good piece of work, I should have called them out publicly. I wasn't bad, I was never mean. But just the, you, you don't know how much power you have to improve people's lives when you have some success, right? Tip them 100 bucks, give some money away, tell people you love them, call your friends when they do something cool and just tell them how impressive they are. You know, men have a tough time doing that with other men. If you're in a good relationship, telling someone how much they mean
- 58:18 – 1:08:03
Marriage vs. Ambition: What Actually Keeps Love Alive?
- SGScott Galloway
to you.
- HSHarry Stebbings
Can I ask one final thing before we do a quick fire?
- SGScott Galloway
Sure.
- HSHarry Stebbings
W- we haven't talked about marriage. When you think about sustaining a marriage through wealth creation, through kids, through kids going to boarding school, what have been your biggest lessons on what it takes is- to sustain a truly loving marriage through very different cycles of life?
- SGScott Galloway
Uh, it goes back to that first thing. First thing is put away the scorecard. Say, like, "What kind of husband do I want to be?" Right? And, like, write it out, "What kind of husband do I want to be?" And then live to that standard. Instead of saying, "Well, your parents are in town. You weren't very nice to m- my parents, so I'm not gonna be nice to yours." Or, or, you know, just decide what kind of husband. Don't keep score. Just decide, "I want to be a wonderful husband. What does that mean?" And live to that standard. Um, notice their lives. You're, you're such a, you're so successful that you're gonna get so used to just everyone applauding for you, you need to take time to figure out a way such that your partner has stages that strangers and other people are applauding for her. Like, really go out of your way to try and give her venues and arenas and environments where strangers can applaud for her, so it's just not always about your success and you all the time. Always express physical affection and sexual desire. It says, "I choose you." W- I think women want to be wanted. I think that's so important in a relationship. Like, whenever you're feeling affectionate, whenever you want to hold their hand, whenever you wanna... more than you can, whenever you want to have sex, express that hunger, express that love, express that affection. I think it's really important in a relationship. And then try to take time to just appreciate and articulate, you know, what you've built together and really appreciate one another. And, you know, and I just... And like, I think the reason we get together is not to make more economic security or to make children. I think it's such that we have someone to witness our lives, to notice our lives. And I've been married before and I think one of the reasons that I wasn't a great husband the first go round, I didn't witness her life. I didn't notice her life. I didn't... Whenever she was upset about something, I just wanted to manage my way out of it 'cause I didn't want to deal with it, as opposed to really listening and witnessing and noticing what was going on in her life and celebrating her victories and just taking notes, 'cause I was just... I was in a hall of mirrors. I looked outside the window and I saw myself. So-You know, uh, not keeping score, expressing physical desire, recognizing what you built together, and witnessing their life.
- HSHarry Stebbings
Ca- and this is so personal, please forgive me. Have you found a stage of marriage harder than others? Be it kids going to boarding school, be it changing countries, be it re-finding a chapter of yourself, you know, becoming parents?
- SGScott Galloway
Oh, there's a lot. I mean, um, the first time I, I, I realized I wasn't gonna be able to have sex with other women, that was a real bummer. Um, (sighs) I miss that a lot. Uh-
- HSHarry Stebbings
Do you tell her that?
- SGScott Galloway
Oh, yeah. I mean, I think she feels the same way. (laughs) Um, uh, young kids is hard. Little kids are hard. Um, very stressful, especially if you're both working. Really stressful. I, I don't, barely even remember those two or three years, but I remember it being really stressful, um, 'cause she was working, my partner was working at Goldman, I was starting a business, it was a lot. She was up at 5:30 in the morning with two babies, I was trying to build a business, and that was really hard.
- HSHarry Stebbings
Do you agree, never go bed angry?
- SGScott Galloway
Uh, yeah. I, I, what I have at practice with my partner is that I get in bed no matter what time it is, I stay up late and I, you know, um, you know, I, um, it sounds very hallmark, I spoon her. So yeah, we don't go to bed angry. We... And my partner is so vocal and willing to tell me everything that's, that (laughs) that's not ideal, that we don't... It's almost impossible. Things, things very rarely go unsaid. So yeah, I don't... I, I would just say try to be more, uh, emotive and tell people what you're thinking and if you're upset, and be generous and listen to them. And everyone has their own dynamic. I don't know, like, the, the northern Europeans just walk around morose all the time and it seems to work for them. I, I think it, a lot of it is just situational, but I, I think more than... I'll go back to one other thing. I think it's just so important to articulate how fortunate you are and what you've built together. And I send my partner pictures of my kids when they were younger, and I constantly highlight, "Wow, isn't it great that we can do this?" And she will say to me, you know, "I'm really happy right now." And that makes me feel really good, 'cause I see it as a reflection on my competence as a man that she's really happy. But all of this is situational, you know? It's, it's the biggest decision you'll make. It's not where you work or where you live, your biggest decision you make is who you decide to have kids with, 'cause you're in that person's life whether you want to or not for 25 years. And so it's a really important decision.
- HSHarry Stebbings
Mm-hmm.
- SGScott Galloway
And, you know, uh, but I have a lot of very successful friends that have a really lovely spouse, but not a real partner, and their life is full of unnecessary anxiety. And then I have friends who aren't that successful professionally, but they have a real partner and everything burns just a little bit brighter. So it's hands down the most important decision you'll make. And for a young man like you, all you want to do is be out a lot and meeting as many people as possible, but also giving stuff a chance and seeing where it goes, you know? I mean, you're, y- people would pray for your problems. You have... Everyone you listen to, everyone who hears you talk about your problems is gonna go, "I would kill for those problems." I'm not exaggerating. I'm embarrassed. You're the first person I told about this. I've been in a funk for the last 72 hours, 'cause there was this hugely successful IPO a few weeks ago, and I had a chance to invest, and I got the CEO texting me. I was gonna get allocation in the IPO and I was just too fucking lazy to follow up, and this was a monster IPO, and all I can think about is the fact that I, I, I'm just so angry and upset. And I'm embarrassed, because why do I... I don't need more money, but I'm still just so fucking angry at myself that I was, that I missed this opportunity.
- HSHarry Stebbings
Why, though? If you don't need more money-
- SGScott Galloway
I don't know. Because I, you know, it's hard to get out, it's hard, it's hard to get off the hamster wheel of identifying your self-esteem and your worth with money. And also, I would love a bunch more money to give away, and you know, in a capitalist society, it's really sad, but the more money you have, the more power you have, the more virtue you have. Look at, we're willing to forgive a guy who disowns his children on podcasts and is being sued by two women concurrently for sole custody of their child and cuts off food stamps to kids and benefits to veterans because he's the richest man in the world. I mean, in a capitalist society, every signal is telling you there's never enough. So, I think it's sort of a natural and, or an understandable instinct.
- HSHarry Stebbings
Is there anything you would do differently if you had a billion dollars? Like, what would you do differently?
- SGScott Galloway
Oh, I'd give, I'd give a lot more money away. I'm not, I'm sincere. I, anything above my number now I give away at the end of the year. It makes me... And I don't do it, I don't do it out of ethics or virtue, I do it 'cause it makes me feel important.
- HSHarry Stebbings
Will you give your money to your children? Do you believe in inheritance?
- SGScott Galloway
Yeah, I'll give them some money. I'll, I'll give them enough money so they can always have a house, always afford education. I'll give them a start. But they won't inherit... I won't give them a ton of money. I'll give them, I don't know what that number is. But I'll give them enough money... I love what Warren Buffet said, "I'll give them enough such that they can do anything, but not enough so they can do nothing."
- HSHarry Stebbings
Mm-hmm.
- SGScott Galloway
Um, I'll give them enough money so that they always know they can afford a home, afford their kids' education, you know, which is a lot of money, but I'm not gonna... They're n- I'm not, I'm not interested in building a dynasty or anything like that. I don't... I know a lot of rich kids. They're not any less happy than other kids, but they're not any happier.
- HSHarry Stebbings
I know a lot of rich kids in London and they are, they are much less happy.
- SGScott Galloway
Yeah.
- HSHarry Stebbings
There's no reason to get up. They put most of it up their nose, and there's no, there's no passion. I can get the Ferrari, I can get the Lamborghini. Why would I bother doing the work to get it? All the, the joy is in the work. (laughs)
- SGScott Galloway
Well, uh, yeah, it's funny. It's not, it's not... Having money is great, but it was the getting it that was really rewarding, right?
- HSHarry Stebbings
Yeah.
- SGScott Galloway
And were y- did you grow up with money?
- HSHarry Stebbings
No.
- SGScott Galloway
So you know what it's like. It's just so rewarding. I didn't either. It's so rewarding now to spend money that you made and have some success, that's just such...
- HSHarry Stebbings
But I had this, like, anger at society. I, I saw our family home be taken away, and I had this, like, ruthless desire for revenge against what I thought was a brutal and unfair system for taking my family home.
- 1:08:03 – 1:13:49
Quick-Fire Round
- SGScott Galloway
- HSHarry Stebbings
Can we do a quick fire round? I've so enjoyed this. I'm gonna say a short statement, you give me your immediate thoughts.
- SGScott Galloway
Sure.
- HSHarry Stebbings
So, what one belief do you have that most people think would be insane?
- SGScott Galloway
Well, on a practical level, that young people need to drink more. I get a lot of pushback from that. Um, but my, my source of power that most people don't engage in is I'm an atheist. I, I'm 100% convinced at some point I'm gonna look into my kids' eyes and know our relationship is coming to an end. But it's hugely empowering for me knowing that everyone I'm worried about, what they think, worried about being shamed, worried about being embarrassed, it doesn't matter that they're gonna be dead soon and so am I. So my atheism is, like, this incredible source of, you know, courage and comfort that I think a lot of people don't have the joy of participating in.
- HSHarry Stebbings
How does knowing that you'll be dead soon and the atheism change how you act in a daily basis?
- SGScott Galloway
Most people don't start companies 'cause they're worried about public failure. Most people don't approach a strange woman much hotter than them because they're worried about embarrassment. Most people don't ask for $30 million for their VC fund because they're, they don't think they're, they don't think they're qualified or they're worried about public embarrassment. Most people don't tell other people they love them 'cause they're worried about it not being reciprocated. We're all gonna be dead soon. Uh, i- it doesn't matter. Like, why wouldn't you take all sorts of risks with the... Even if it has a very outside shot of, of paying off, why would you be scared? Why would you care what the downside and... As long as you don't hurt people, as long as you're not taking stupid risks, you know? If you wanna score above your weight class economically and romantically, get out a big spoon, get ready to eat shit, endure rejection. And if you ask someone for money or a job and you don't get the money or the job, or you ask someone out on a date and you don't get the date, you're all gonna be just fine. You're all gonna end up dead. But the person who is unafraid and asks for all of those things every day ends up wealthier and with a higher character mate than their peers.
- HSHarry Stebbings
What were you most afraid to ask for?
- SGScott Galloway
Yeah, I've always had that. I've always had a certain level of imposter syndrome, so I didn't think I was gonna get into college, and I didn't, and then I got in and I felt like I fooled them. And then I got into Morgan Stanley and I felt like I'd fooled... And I've... So I've always been... But I've always done it, but I've always felt like imposter. If you don't feel imposter syndrome, you're either arrogant or not reaching far enough. So I, I'm consistently kind of embarrassed to ask for stuff, but I never got in the way. I don't... I got past that pretty early. I... One of the best things that happened for me was I ran for sophomore, junior, and senior class president in high school and lost all three times, and based on my track record, I decided to ri- run for student body president where I lost. I asked seven women to prom, all seven said no. And I think that has built a level... It didn't traumatize me, it built a level of callouses and scar tissue where I'm sort of... You know, I'm just not afraid of rejection. I think that's... If I could teach my kids any skill, it would be, one, to communicate, but two, to be able to endure rejection, to be able to mourn and move on.
- HSHarry Stebbings
What do you think is great communication?
- SGScott Galloway
The ability to make people feel something. Um, the communication that resonates for me with people is when I die about... No, not when I die about. When I write about putting my dog down, when I write about coming home from a long business trip and noticing that my kids have grown and wondering if I'm... What's the point of all this success if I register my kids' growth because I'm not home for two weeks? S- something that makes people feel something where you ex- you, you talk about something in a very real, vulnerable way and it makes people feel something.
- HSHarry Stebbings
Completely agree with that. Can I ask you, you mentioned your father earlier. What are your biggest lessons from your mother?
- SGScott Galloway
You know, unconditional love is, is, is everything. Like, giving... Simply, you know, it was simple. My mom... You know, I, I said this before, if you tell people you love them and that they have value every day, they can't help but at some point believe it. And that's, that's, that is... You know. Yeah, that's, that's what she gave to me.
- HSHarry Stebbings
Do you tell your boys you love them every day?
- SGScott Galloway
Every day.
- HSHarry Stebbings
What have you changed your mind on in the last 12 months?
- SGScott Galloway
I don't, I don't know. I can't think of anything. I don't... I'm very open to change. Um, I don't, um... But I can't think of, like, any one big thing where I've changed my, uh, changed my view on it. I'm drinking less. I've decided that... I've always said I love alcohol. I've stopped, I've just substantially reduced the amount of alcohol 'cause I realized my 60-year-old liver isn't what it used to be. Um, but I don't know if I've really... I can't think in the last 12 months of anything I've really changed my mind on.
- HSHarry Stebbings
I'm very passionate about being a good interviewer.
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
I care deeply about telling people's stories and, and-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... bluntly having a great experience. When you reflect back on the many interviews that you've done-
- SGScott Galloway
Mm-hmm.
- HSHarry Stebbings
... for people that listen to you today and go, "Fuck, he was great," what would you say, other than this, is the best reflection of you in an interview, in a piece of writing, in a article, in your mind?
- SGScott Galloway
What piece of content have I produced?
- HSHarry Stebbings
Yeah, yeah.
- SGScott Galloway
I struggle with happiness. Um, um, I struggle with anger and depression. I wrote a book called The Algebra of Happiness. I read every book and study on happiness, and it's my least best-selling book. And it's, it's... You know, I think that, that's what I want my kids to read.
- HSHarry Stebbings
Scott, as I said, it wasn't the, the show I was quite expecting, but this was incredible and it's one of the reasons why I love what I do, doing shows like this. So thank you so much for doing this with me.
Episode duration: 1:14:01
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