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Kara Swisher and Scott Galloway Debate Their Money Strategies | Pivot

December 19, 2025 / 30:09

This episode of Pivot features hosts Cara Swisher and Scott Galloway discussing listener questions on topics such as taxing AI, economic policies, and personal finance.

Listener Lynn asks about the potential for taxing AI and its implications for displaced workers. Scott emphasizes the need for a progressive tax structure and critiques the current capital gains tax system.

High school senior Liam questions what single policy could address multiple social issues. Scott suggests a $25 minimum wage, while Cara proposes overturning Citizens United to reduce corporate influence in politics.

Eric from Brooklyn inquires about Cara and Scott's personal spending habits. Cara describes her frugal approach, while Scott shares his tendency to spend significantly on experiences and philanthropy.

Lisa, a grieving mother, seeks advice on keeping her late husband's memory alive for her children. Cara and Scott reflect on their own experiences with loss and the importance of maintaining connections to family history.

TLDR

Cara Swisher and Scott Galloway answer listener questions on AI taxation, economic policies, personal finance, and parenting after loss.

Episode

30:09
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I never let money get in the way of a good time. I'm spending money like a 50s
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gangster just diagnosed with ass cancer. >> Hi everyone, this is Pivot from New York
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Magazine and the Vox Media Podcast Network. I'm Cara Swisser >> and I'm Scott Galloway
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>> and Scott. This is our end of the year listener mail episode. We're probably
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both elsewhere doing fun things, but are you ready to hear some emails and voicemails from our lovely listeners,
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who by the way, we have a full new appreciation for after meeting so many of them on our Pivot Live tour. I really
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enjoyed that. Are you ready? >> Yeah, ready. >> Okay, Scott, let's kick off with a
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question about taxing AI. Let's listen. >> Hi, this is Lynn. Um, I've been
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wondering as artificial intelligence continues to replace human jobs, do you think we'll ever see attacks on AI
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itself or on the companies that use it as a way to offset its impact on displaced workers? And would that in a
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sense become a new way of taxing the rich? Thank you. Bye. >> Gosh, Lynn, what a great question.
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Actually, I'm going to start. You know, many years ago, Bill Gates sort of set
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off a kurfuffle when he talked about taxing robots if they become workers um the same way because you aren't going to
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get those money that you get from human workers and so they should be taxed in the same way. I hadn't really thought
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about it about AI. Uh Scott, I I'm I think I'm I think you're more qualified
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to answer this. >> I don't know if that's true. Uh my view around taxation is that the moment you
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start taxing specific industries, you weaponize special interest groups to come to their defense and you also
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create some confusion around like is Oracle AI, you know, if if McKen I mean at what point what qualifies as an AI
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company and not an AI company? Is Microsoft an AI company? What what I'm a big fan of and I think that the the the
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caller is alluding to I want to go back to Reagan era taxation and that is there's no difference between I think
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the capital gains tax deduction is nothing but a transfer of wealth from young to old because somehow we've
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decided that sweat is less noble than money and that is the money I make on money gets taxed at a lower rate than
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the money that young people make on sweat. So I would like to see an elim elimination of the capital gains tax
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deduction and raise those rates to current income and restore a progressive tax structure. In my view, you do it
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across all income and all firms because I think the moment you start getting into this notion of let's put a super
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tax on this type of firm. I think that's I think you regulate them. I think you
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have an EPA, you have an AI act, you have privacy, you have laws, but in terms of taxation, I just think you say,
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look, above a certain level of profitability, when you sell a stock, you pay this much in tax. I think taxes
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need to go up. I think we need to do away. We need to raise long-term capital gains from 21 to 37%. It makes no sense
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that I'm paying lower taxes than people actually working for a living. But I
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think you apply it to every company because a lot of a lot of for example the AI boom is going to make a lot of
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people in the construction industry very very rich. >> It is that's one people group of people
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that are benefiting. Yeah. >> Tax them. Would you tax them? Right. Would you tax
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>> my out of there's so many loopholes right now. The only way we get there is
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with an AMT. There should be an AMT. Anything above $10 million and anything above three million you pay a federal
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AMT >> of 40%. >> Yep. Because what happens is guys like me weaponize the tax code and do 122 and
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buy assets and we end up paying high teens in tax rates. Yeah. >> So the stated the stated we focus too
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much on tax rates not on the tax code and enough already. There is no reason why someone working for money should be
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taxed at a higher rate than someone who is making money from investments. >> Although I don't see any wrong with
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taxing robots if they're workers. I don't know. I don't >> It's an interesting one.
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>> Yeah. I just I when he said it and I thought, "Oh, Bill Gates." And I
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thought, "Oh, actually he's really smart. I forgot. Anyway, it's an
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interesting question. We have to deal with all these things and what happens with displaced workers and how we're
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going to pay for that or get them different jobs. So, there's going to be a lot of rethinking of all the way the
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workplace is taxed, how it's conducted, what people get paid. Um, and obviously
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the damage that some of this AI is going to do. There's going to have to be some
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mitigation. Uh, okay, Scott, next question. This one is a tough one. Let's listen.
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>> Hey, Scott and Cara. I'm Liam, a high school senior from New York, and I want
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to ask the following. America certainly has its fair share of economic and social problems, but a lot of the time
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these problems stem from the same root causes. Too often though, our politicians create costly band-aid
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solutions rather than trying to address the underlying issues. So my question to
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you guys is, if you could implement one single policy to try and solve the most problems at once, what would it be?
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Thanks for taking the time to answer. >> Wow, that's a great question. I hate
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that with just one thing. If I had to pick $25 minimum wage. >> I like that.
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>> Let me explain very quickly because I think it it lists all votes. If people
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get paid more, they'll spend more. It creates a better economy. I know there's
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initial costs for businesses that have these things, but it creates an people that can do a living wage. They spend
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money. They want to do things. They lean into the future. I just it it would be great. The second one would be 8 million
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houses, more housing. But go ahead. once a program, one is structural or legislative. Um, I do think a lot of
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this reverse engineers to in terms of inability to get things done to Citizens United. If I could overturn Citizens
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United, I would I think a lot of our problems stem from the weaponization of Washington by corporate interest and
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corporate money. >> Oh, wow. >> Um, and then >> Wow, Bernie Sanders, I like that answer.
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>> Well, I mean, it's just true. There's more there's more full-time lobbyists
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living in DC working for Amazon than there are sitting US senators. So, what do you know? Anyway, uh but you know, a
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close second, mandatory national service, universal child care, lower Medicare eligibility by two years a year
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for 10 years until threequarters of America has essentially socialized medicine. You know, I could go on and
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on. >> Yeah, I love it. I love that answer. I was not expecting it. Boy, that came out
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left field there, Scott. All right, Scott, let's take a quick break and we'll be back with more listener
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00:06:21
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00:07:15
All investing is subject to risk. Vanguard Marketing Corporation distributor. >> Scott, we're back. The next listener
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wants to know what we're doing with our money. Let's listen. >> Hi, Scott and Kira. It's Eric from
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Brooklyn. Scott, you talk a lot about how you spend, how you invest, and I imagine how you save. Carrie, you don't
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and you come off as maybe a bit more frugal. Can you share a little bit about your investment in spending and saving
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philosophy in the context of your shared success? Um, thank you so much and uh hope we'll see you soon.
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>> Gosh, thanks Eric. A little personal. Um, uh, I am not I don't think about
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money a lot. That's my problem. I'm not interested in it and I make a lot of
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money. I do. Um, for especially for a journalist, I'm like I'm like Daddy
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Warbucks, a journalist in that regard. But I would say I save a lot. I have a lot of savings and I diversify. I'm sort
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of your basic person, uh, basic [ __ ] of investing. I have bonds. I've got quite
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a bit of real estate that I hold on to. This force savings as Scott calls it. Um, I, um, I don't spend a lot of money.
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I really don't. It's, it has nothing to do with me being frugal. I just don't
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I'm don't like buying a lot of stuff. I'm wearing the same All my clothes I've
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had for 20. I don't buy a lot of clothes. I don't buy drugs. I don't buy
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I don't go out a lot. Um I'm really boring. >> Don't buy drugs. Where did that come
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from? >> Well, no one here buys drugs. Maybe you I don't buy like I don't drink. I don't
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party. I I'm trying to think like what costs money. I have a Chevy Bolt like
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and a Kia. So, I don't really care about cars. >> You're the primary bread winner in a
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family of four people. >> Yeah. >> I mean, that in itself is >> Y
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>> Mommy's got to make real money. >> Mommy's got to make real money. And so,
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that's spent on the kids. I definitely get them through college and but I did
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those savings plans for college for for my boys and I'm doing them for my little
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kids. That worked out really well actually. I didn't have to think about it. Um and I did that 20 years ago for
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my older kids. Um I think I um what I do spend on I have way too much cash compared to what I need. But I like to
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have it. I'm one of those sort of people. I do spend money on a couple of things. Um I always will upgrade. I mean
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I always get first class. I fly well. you know, I don't have a private plane,
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but I I would love to have one, but um I'm sorry to say that people who love
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the same energy are going to think they're wonderful. Um and I I will upgrade all the time, like upgrade
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hotels and things like that. So, I I've gotten I got old very early and then I'm
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like I didn't want to be in bad food. I didn't want to stay in bad places. I
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suppose if I spend on anything a lot, it's vacations. I really I I do, but I'm
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still more frugal than Scott. Scott is really I really admire Scott's vacation
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spending. Um I don't know Scott, what do you think? >> Well, you know, I think a lot about
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this. One of my addictions is money and that is I continue to be too focused on it to the detriment of my mental health
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and it takes time away from my family. I grew up with a scarcity of money until,
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you know, I got through my senior college on Top Ramen and bananas. That's not an exaggeration.
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I was in student debt. Um, you know, even at the age of 27, I was traum not traumatized, but I had a difficult time
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paying for my mother's um, uh, healthc care. So, I've been very focused on
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money and got very lucky. And that's not a humble brag. I think I'm a monster. I
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think I'm talented and hardworking, but I did get lucky. And now I am, by most
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people's standards, wealthy. Uh, my approach to spending money is that we don't own money, we rent it. And I also,
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you collide that with my atheism. You know, I believe that this is all coming to an end pretty quickly for me. So, I
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spend a great deal of money. I spend between $3 and $400,000 a month. Uh, I own homes all over the world. I uh have
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a plane and I spend most of my money on homes and experiences and >> not gifts for Cara, just
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>> but along those lines. The way I try and keep in check is I think hoarding money
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is a virus. When I hit my number eight years ago, I decided anything above that number I would give away. And what I do
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each year is I look at my total spending and I match it and I give that amount of
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money away and it keeps my my net worth has not increased in eight years. >> Yeah.
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>> And uh because I think hoarding wealth is a virus. There is no reason anybody
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needs to be a billionaire. >> But there's no I can't stand it when
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wealthy people can't aren't good at spending money. I have an amazing time.
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>> Yeah. >> I do things for my friends and family to get us all together in the same place. I
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never let money get in the way of a good time. I'm spending money like a 50s
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gangster just diagnosed with ass cancer. >> And >> I think is a nicer way of putting that.
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Scott is very generous, let's just say, to employees. Scott's very generous.
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>> We don't own money. We rent it. And I'll give my kids some money, but there's no
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reason why my kids need to inherit tens of millions of dollars. So, >> I'm going to spend it all on people I
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love and experiences and take advantage of capitalist society. And I'm also going to give a [ __ ] ton of money away
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to make sure that the things that made me rich are still available for younger people. So, I love making money. I love
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spending it. I stopped making it 8 years ago and I anything above a certain level, I give away. In terms of my
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investments, I'm pretty well diversified. My quote unquote investment strategy is the following. I think
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income inequality, unfortunately, is only going to get worse. And what I find is that people worth over hund00 million
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are the most homogeneous, boring people in the world. And that is they all want to party in St. Barts. They all want to
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buy Hermes. They all want to send their kids to elite colleges. And they want to
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live in one of five areas. They want to live in Dubai, London, Palm Beach, New York, or Aspen. And I bought homes in
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all of those places except for Dubai. Big homes. And the way I I refurbish them. And what I tell my contractor and
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my decorator is pretend Jeff Bezos is going to buy this home cuz the world is going to produce thousands of
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billionaires over the next 20 years. And by the way, I think it's a terrible
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thing about our society. I will vote for people to try and reverse that. But the
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free gift with purchase is at these homes. I want to make it impossible for my boys to avoid me. And the
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conversation when they're say at UC San Diego or something, we can go to Tijana
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with our friends and eat lobsters or we can go to Aspen, but we have to have dinner with my dad. I'm hoping that
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they'll say, "Yeah, let's go hang out with dad." I spend a [ __ ] ton of money.
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I love it. I give it away. It's not It's not virtue. It's not ethics. It makes me
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feel strong. It makes me feel masculine. It makes me feel American. But I'm planning to not increase my net worth.
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There is no reason anybody needs to be a billionaire. It's not going to make you
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any happier. What's going to make you happier >> is doing amazing things with people you
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love and doing nice things for other people. And I spend to that and I very much enjoy it and money is something
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>> money is something I think a lot about because I didn't have a lot of it
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growing up. >> Yeah. >> Um it's still a very big issue in my life.
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>> Yeah. It's interesting because I grew up with a lot of money and so I guess I
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don't care. I I've always had money. You think about money less than almost
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anybody I know. >> I know you you get mad at me because I don't I don't I have enough. I had a
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also let me point out my mom was a spend thrift and it upset me and made me both
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my brothers and I are very hard workers and we don't spend a lot of money. All
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of us are very we like my brother built a beautiful house in Pennsylvania where he lives and it's beautiful and he
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didn't it's it's gorgeous and he loves it and so that's what he spends money on
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and I love that cuz I feel like it was money well spent cuz he enjoys it and it's quite beautiful. It's beautiful
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setting. So we always spend money on homes but not extremely like not like ridiculously. Um same thing with Jeff's
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has a beautiful home. I have beautiful home and >> you live well not opulently not at all.
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No people are surprised. Um, I had the luxury of not having to worry about money early in my life, but I there was
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a lot of my mom being such a spender. She was always out of cash and she always had to scrge for it from and
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trick people getting her dad to write her a check. And I found that grotesque. I did. I was like, I'm always going to
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have enough money. And I had money from a very early age cuz my dad died. There was an insurance thing. And I got a hold
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of it when I was 18. And I have not I didn't want my mom near it cuz she was
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she would she spent a lot of our money um that we got from my dad. And so I've
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had control of my money for years. So I I I just don't care about it enough. I
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just don't I just I I wish I did. Like I I I want my boys to work hard, my older
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boys to work hard, and I think they do. Both of them are really hard workers. And again, just like Scott, they're not
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going to get they're going to get the houses is what they're going to get,
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which is what which I love the house. So it's something like that. All right,
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Scott, let's get to a question about parenting. Let's listen. >> My name's Lisa. I'm the mother of a
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17-year-old boy and a 13-year-old girl. Two years ago, their father died unexpectedly.
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Cara, as someone who lost their father and also as someone who's raised children without a male partner. And
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Scott, as someone who's largely raised by a single mother, I'm looking for
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advice. Cara, what do you wish your mom did to keep your dad's memory alive?
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What did she do right or wrong? Scott, what did your mom do right to make you feel like one parent was enough? What do
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you wish you would have done if, for example, she had had more financial resources? Thank you both.
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>> Man, these are good questions. They're highly emotional. God Jesus,
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>> I don't think my mom did a very good job. I I hate to trash my mom this
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episode, but it's true. You know, she lost contact with my dad's uh parents,
00:16:29
and I reestablished it when I was in college myself. uh when you're a kid, you're a little bit at cross purposes of
00:16:36
loyalty and I I thought that was not good. She threw away a lot of pictures um which I recovered some of which I
00:16:42
spent a lot of time finding stuff about my dad and I have right now have a big box of letters of his that I just read
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one that was wonderful. Uh um I I think she should have spent a lot more time talking about him and and I don't I
00:16:57
don't think she remembers herself, but I don't think she was kind to his parents.
00:17:02
Um so that was one thing is if your grandparents are good people, make sure your kids know them and know their
00:17:08
relatives on your dad's side and they're his friends. I wish I knew more about my
00:17:12
dad's friends. And I found out later when I wrote a piece in the Washington Post, I got inundated with friends of
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his that my mother never told me about that I then went and met and all these stories. It was a as I think I've said
00:17:24
this for there was a gay couple who my dad was lovely to and I didn't know that. I I it was a wonderful thing to
00:17:29
find out. Uh a young uh African-American woman he tutored wrote me for now she was a doctor and said she wanted to
00:17:37
thank him. my an ex-girlfriend of his wrote me saying it should have been me uh that married him uh which was funny
00:17:44
like there's a picture of him behind me. I have a lot of pictures of him around.
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One thing I'm sad is my kids won't know him. I name my and I also name my son
00:17:51
after my dad. So that's what I would say. >> It's nice. Yeah. I mean there's just thinking about it um
00:18:01
stirs emotion. So when I was 15 and in California, you were what you drove and or just having a car was everything. You
00:18:08
had no social life in high school in LA. There was no public transportation unless you had a car. We didn't have a
00:18:13
lot of money. My mom used to come home uh when I was 15 and a half and honk the horn and we go into a garage of this
00:18:18
giant apartment complex and she would teach me how to drive stick on her 19 like 77 opal green, you know, lime green
00:18:28
opal manta. Mhm. >> And then on my 16th birthday, when I passed my driver's test, she came home
00:18:32
and she had bought this shitty Acura and she put her arms on my shoulders and put
00:18:38
keys in my hand and said, "You're a handsome young man and you have a car."
00:18:41
>> Oh, Scott, you're breaking my heart. >> You okay? >> Yeah, I'm good. The The best thing
00:18:53
literally I think of any parent or mother Um, if you tell your kids every day they
00:19:05
have value, they start to believe you. >> Yep. 100%. Scott, I bought you an Acura
00:19:10
for your >> There you go. >> For Christmas. >> That's what I needed.
00:19:13
>> Get you out of this. That is a beautiful story. I knew that. >> The good news is you become more
00:19:18
thoughtful when I reverse engineer all my blessings to two core things. It's
00:19:23
big government, assisted launch, Pell Grants, University of California, uh DARPA, the internet, uh and also just
00:19:30
hands down, I think I've always had a base of confidence that that my mother
00:19:34
gave me. >> Oh my gosh. >> The more the more pragmatic piece of advice is that
00:19:40
unfortunately, if you were to reverse engineer a young man's problems to a single point of failure, it's when he
00:19:46
loses a male role model. And you've had your husband has passed. I think it's
00:19:51
especially important that you get men involved in your son's life. >> Uh Cara, you do a great job.
00:19:57
>> I do. I didn't mention that. I have my brothers, both my brothers and friends,
00:20:01
they have been critically part critical part of my boy's upbringing, my older
00:20:05
boy's upbringing, and it'll be the same for Saul because he needs a lot of man
00:20:08
around him. I agree. Go ahead. >> So, anyways, get Yeah. Get men involved in your son's life. What's weird is
00:20:15
>> it's not as important for the girl. girls have similar outcomes of college
00:20:18
attendance and self harm in single parent homes. It ends up that while boys are physically stronger,
00:20:24
>> they're emotionally and neurologically much weaker than girls. >> So the the involvement of a male role
00:20:30
model in your son's life is actually now >> I say I miss having my dad. I have to
00:20:35
every day. One of the last things I would say is um there's a great book called The Loss That is Forever. I
00:20:40
forget the author. I would recommend reading it. It's forever loss. So don't
00:20:45
like pretend it's not like don't under don't underscore what the loss is. And I
00:20:51
I think about my dad every day, every single day. And you should let them do that. And you should think and talk
00:20:56
about him every day to them. I mean, I think that's critically important. >> All right, Scott, are you okay? Can we
00:21:03
move on? >> I'm good. >> All right. It gets worse from here, I think.
00:21:06
>> Yeah. When Scott dies, he'll be like, you know, you remember like at the end of um
00:21:10
the Orson Wells movie, Rose Bud. It's gonna be Acura. >> Acura, Acura.
00:21:16
>> Opal. >> Opal. >> Lime green opal. >> We have an Opal. I love an Opal, but the
00:21:21
Opal. We also literally the lamest with Navajo print. It was so nice. >> I know. There's a reason I lost my
00:21:27
virginity at 19. >> P. Well, try having a pacer with Navajo print. Okay. >> Pacer's kind of cool in a weird way,
00:21:32
though. >> I know, but not then. Okay, Scott. One more quick break. We'll be back and
00:21:37
we'll answer another listener question. >> Support for the show comes from Ziotics.
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15 bucks off. Okay, Scott. Moving on. This question comes from Paul via email. I'll read it.
00:23:06
If you had all the money in the world, these are such good questions. Let me read this. If you had all the money in
00:23:11
the world, what would you be doing with your precious time at this moment with that money? And why aren't you doing
00:23:16
that? Oh my god, Paul. Wow, Paul, that's a lot. Scott, you go first on this one,
00:23:22
and I'll I I got to think for a second. >> I'm doing it. I realize how privileged I
00:23:27
am and I realize this is, you know, a function of my being born a white male heterosexual and, you know, um, I do
00:23:35
exactly what money had plays. Money as a construct puts no constraints on my life. I am doing exactly what I want to
00:23:43
be doing every day. Every day I'm I'm blessed and I realize that there's
00:23:46
only.1% of the populace can do that. If I had billions of dollars and I'd started a private equity firm like
00:23:55
>> well what I would be focused on right now if I had say hundreds of millions to
00:24:00
waste I'm going to spend millions but I don't have tens or hundreds of millions.
00:24:04
I'm very very focused on restoring some of the traditional American values and
00:24:08
getting Democrats elected in 26 and 28. >> That's what I do. >> Yeah. I would put a take a bunch of
00:24:13
money and solidify a progressive not it not not like hateful to conservatives but like American values that are about
00:24:22
fairness and equity and things like that. So I'd spend money on that. I would spend money on um I would I I' I'd
00:24:29
do the McKenzie B Scott. That's what I would be. That's what I I just suddenly
00:24:33
show up with money and not be heard from or seen from again. I would that's how I
00:24:38
would do what she's doing exactly what she's doing and suddenly give Howard a
00:24:42
whole bunch. She's did two gifts to Howard and she's all of a sudden she's
00:24:46
over at Planned Parenth she's so diverse in her giving um that I I love it and
00:24:51
it's that's how I would behave. I would um I would also create um uh uh universal daycare. I mean that's what I
00:25:00
would do for people better child care uh for all kinds of parents. Uh I I would somehow figure out a way to fund like
00:25:08
right now New Mexico has it because they have all this oil and gas or shale uh money they can do it. Every state we
00:25:15
should have nationally we should have universal care. That's what I would do.
00:25:19
I would spend less on health stuff but I couldn't see why. Um again money is I
00:25:24
don't spend a lot of money so I wouldn't buy anything. I wouldn't I'm trying
00:25:28
would I buy anything? Maybe like my own Taylor Swift concert perhaps. That's
00:25:32
what I would do. Anything crazy would buy. I I might buy invite Scott hurt him hurt his ears.
00:25:39
>> You'd be so nice to Taylor Swift. Anyway, something like that. Something
00:25:43
like that. Someone I enjoy like that. All right, Scott. One more quick break. We'll be back with more from our
00:25:49
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That's ru ik.com. rubric.com. Okay, Scott, we're back and we're ending
00:26:56
on something very special. A few weeks ago, I asked what tattoo I should get for Scott. ideally on my ass. Let me
00:27:04
read some of the answers we got. A roll of toilet paper with an S on one of the sheets. The Professor Galloway memorial
00:27:10
tattoo should feature an angry but dignified daisy duck with a lot of pink shading. Interesting. A penis that
00:27:16
cleverly embeds his name on it. Essie on one cheek and TT. >> Get the O is the [ __ ] Get it. Get
00:27:27
it. Okay. Uh, Groucho nose and glasses was Scott's nose and glasses. I don't
00:27:32
like any of these. I do like the SCT, I'd say. Uh, I need more. Scott, do you
00:27:38
have any suggestions? >> Uh, I would get some I would just in case of emergency, call Scott.
00:27:45
>> Oh my god. Break glass >> or maybe a tiny raccoon holding a beer.
00:27:50
>> Oh, I think that's good is what I should get. Just the word. >> Um, a barcode. a barcode that if you
00:27:58
scan it, it said the problem with Scott is >> um you better. >> Yeah.
00:28:06
>> Let me see. Uh I don't know. >> I would How about a cat and a dog sort
00:28:11
of fighting but hugging at the same time? >> Something like that. >> You know, tattoo of a receipt. Total
00:28:17
0000 item putting up with >> Cara. Broken halo with the caption Scott tried.
00:28:28
>> Acura >> uh a fortune cook a fortune cookie and the fortune reads you will tolerate
00:28:33
someone named Scott today. >> How about one that just says at least he's not Scott Jennings.
00:28:39
>> That's right. That's right. No, I think there's a lot we could do. I could go
00:28:44
on. I'm fine. >> I may get a Scott tattoo. I may just do it as a surprise. I think I might maybe
00:28:50
I'll get make fake ones made and then trick Scott in some fashion. We have we
00:28:55
have tattoos of us >> tombstone that says rest in peace Scott's sanity taken by Cara.
00:29:01
>> These are your tattoos. We have tattoos that we made when we did that conference. The one we didn't make money
00:29:07
at. This one we did. >> Oh yeah. In the middle of co >> Yeah, we we have tattoos. I'm going to
00:29:12
find those. There are Scott and Cara tattoos. They were good, actually. Huh. All right, everybody. You got to try
00:29:18
harder. Come on. Come on. Send more. >> Okay, Scott, that's the show. >> It's time to say goodbye. Thank you
00:29:26
listeners. And again, I truly and so does Scott appreciate uh you and we were very touched uh by all your questions on
00:29:32
the tour and we're touched by these questions too and we truly appreciate it
00:29:36
because we love our fans. So Scott, read us out. >> Today's show was produced by Lauren and
00:29:40
Zoe Marcus, Taylor Griffin and Christine Driscoll. Bernie engineered this episode. Manila Moreno edited the video.
00:29:46
Thanks also to Dubros, Ma and Dan Shalon, Nash Kas, Vox Media's executive producer podcast. Make sure to follow
00:29:52
Pivot on your favorite podcast platform. Thanks for listening to Pivot from New York Magazine and Vox Media. You can
00:29:57
subscribe to the magazine nymag.com/pod. We'll be back next week for another
00:30:00
breakdown of all things tech and business.

Badges

This episode stands out for the following:

  • 70
    Most emotional
  • 65
    Most heartbreaking
  • 60
    Most heartwarming
  • 60
    Best performance

Episode Highlights

  • Taxing AI and Wealth Inequality
    A listener questions the taxation of AI and its implications for displaced workers. Scott discusses the need for a progressive tax structure to address wealth inequality.
    “I think taxes need to go up.”
    @ 02m 48s
    December 19, 2025
  • Minimum Wage Policy Proposal
    Liam, a high school senior, asks for a single policy to solve America's problems. Scott suggests a $25 minimum wage as a solution.
    “If I had to pick, $25 minimum wage.”
    @ 04m 50s
    December 19, 2025
  • The Philosophy of Spending
    Scott shares his perspective on money, emphasizing the importance of spending on experiences and giving back.
    “I love making money. I love spending it.”
    @ 12m 20s
    December 19, 2025
  • The Importance of Male Role Models
    Discussing the impact of losing a male role model on young boys.
    “It's especially important that you get men involved in your son's life.”
    @ 19m 51s
    December 19, 2025
  • Reflections on Loss
    A heartfelt discussion about the ongoing impact of losing a parent.
    “I think about my dad every day, every single day.”
    @ 20m 53s
    December 19, 2025
  • Tattoo Ideas for Scott
    A light-hearted segment where listeners suggest funny tattoo ideas for Scott.
    “How about one that just says at least he’s not Scott Jennings?”
    @ 28m 37s
    December 19, 2025

Episode Quotes

  • There is no reason anybody needs to be a billionaire.
    Kara Swisher and Scott Galloway Debate Their Money Strategies | Pivot
  • We don't own money. We rent it.
    Kara Swisher and Scott Galloway Debate Their Money Strategies | Pivot
  • What's going to make you happier is doing amazing things with people you love.
    Kara Swisher and Scott Galloway Debate Their Money Strategies | Pivot
  • You have value, they start to believe you.
    Kara Swisher and Scott Galloway Debate Their Money Strategies | Pivot
  • I think about my dad every day, every single day.
    Kara Swisher and Scott Galloway Debate Their Money Strategies | Pivot

Key Moments

  • Question on AI Taxation00:35
  • Minimum Wage Discussion04:49
  • Parenting After Loss15:48
  • Fatherly Advice17:02
  • Driving Lessons18:20
  • Emotional Reflection19:03
  • Legacy and Memory21:05
  • Tattoo Suggestions27:00

Tension Over Time

Words per Minute Over Time

Vibes Breakdown