How to Build Wealth (And Survive Failure) with Anthony Scaramucci

29 Jun 2026 · 54 min · 21 chapters

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In short

Building long-term wealth while surviving market and career failures; how to think about inflation/deflation, technology-driven productivity, and crypto/blockchain; plus lessons from Wall Street vs Washington and political-economic incentives.

Guest

Anthony Scaramucci, founder/CEO of Skybridge Capital; host of SALT Conferences; restaurateur (Hunt and Fish Club, named after John Gotti); broadcaster/podcaster; briefly Trump White House Communications Director. Former Wall Street hedge fund/markets participant.

Key claims

Younger investors should think longer term and avoid knee-jerk trading mistakes (selling bottoms/buying tops). He’s more worried about future deflation from AI/automation than near-term inflation. Inflation is supply-shock driven (tariffs, war/Strait of Hormuz) and policy-driven debt monetization; he cites Truflation’s storefront-based inflation and argues fiat trust is eroding. For SpaceX, he won’t sell short-term due to long-term conviction in Elon Musk. For crypto, blockchain can reduce third-party transaction costs; Bitcoin is a “hard asset” with scarcity/immutability but volatile; he expects periodic 50–70% drawdowns.

Notable examples

Jeff Bezos/Amazon vs Warren Buffett at Sun Valley (he bought later after missing); pandemic (he was “long and defiant” and lost in March 2020); Hal Finney’s early Bitcoin pitch (he initially dismissed); Fed/White House blockchain discussions; SpaceX IPO lockup; stablecoins paying restaurant bills without credit-card fees; Bitcoin halving cycles.

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

Chapters

Tap a time to open that second in VO

Lessons from Market Missteps

0:00 to 1:18

Learn about the importance of long-term thinking in investing and avoiding common pitfalls.

“And I remember being long and defiant and very wrong.”

Servant Leadership and Time Management

2:16 to 4:56

Discover Anthony's approach to leadership and managing multiple projects.

“Anthony, welcome to the Master Investor Podcast.”

Market Analysis and Long-Term Trends

4:57 to 10:20

Explore how to analyze market trends and the importance of long-term investments.

“Warren Buffett is a big believer in that.”

Market Analysis and Long-Term Trends

10:21 to 11:04

Explore how to analyze market trends and the importance of long-term investments.

“And so I don't look at the near-term stuff as much as I used to, and I'm not as focused on it.”

Market Trends and Current Events

11:53 to 14:00

Discuss the current market trends and the potential for future shifts.

“I think you're probably familiar with it because you worked in America.”

Market Dynamics and Short-Term Concerns

14:00 to 15:19

Discusses the impact of current conflicts on global supply and prices.

“and the insurance costs of getting tankers now through the strait, which has really hurt the supply.”

Lessons from Past Market Mistakes

15:20 to 18:01

Reflects on previous investment mistakes, including pandemic misjudgment.

“as being a forward trend that I'm more worried about than short-term inflation.”

Investment Discipline: The Key to Wealth

18:02 to 19:50

Emphasizes the importance of regular investment and financial discipline.

“Whatever his political views are, I may agree with some and disagree with others.”

The Role of Crypto in Modern Finance

19:51 to 20:31

Introduces the potential of blockchain technology and crypto assets.

“And it's a sentiment that we need to shift here.”

Personal Journey with Bitcoin

20:32 to 23:13

Shares personal experiences and missed opportunities in Bitcoin investments.

“Put simply, what is the case for crypto?”
Show all 21 chapters

Understanding Bitcoin as a Financial Asset

23:14 to 26:25

Explains Bitcoin's properties and its comparison to traditional assets.

“and I submit to people that do the homework, nine out of 10 of them will probably own a little bit of Bitcoin.”

Skepticism Surrounding Bitcoin

26:26 to 28:00

Discusses current skepticism towards Bitcoin and its potential future.

“And now you can make that call costless anywhere in the world just by hooking up into an internet cafe.”

The Evolution of Bitcoin Belief

28:00 to 31:06

Explore the changing perception of Bitcoin among investors and its future potential.

“but you either see it and believe it, or you're a Bitcoin skeptic like many people are praying forward to go to zero.”

The Evolution of Bitcoin Belief

31:32 to 31:48

Explore the changing perception of Bitcoin among investors and its future potential.

“This sponsorship does not constitute financial advice.”

Inflation and Economic Forecasts

31:48 to 36:31

Delve into recent inflation trends, economic data interpretation, and future predictions.

“I mean, you mentioned deflation over the next decade.”

Political Insights from Washington

36:31 to 42:00

Gain insights into the differences between Wall Street and Washington politics.

“You know, we had Thomas Malthus tell us in the 1840s we were going to starve.”

Reflecting on Wealth and Connection

42:00 to 44:24

Learn about the contrast between societal classes and how personal experiences shape understanding of wealth.

“Because today's the anniversary and Trump got that right.”

Navigating Economic Policies

44:24 to 46:28

Explore the balance between fiscal conservatism and social programs across different nations.

“It's such an interesting, when I was researching for this and I heard you say it resonated because I think it's what's going on here at the moment as well.”

Learning from Global Perspectives

46:28 to 47:58

Understand how different countries manage economic growth and innovation.

“When I go to Dublin, you just see one colossal multinational after the next up along the waterfront in that beautiful city.”

Career Decisions and Self-Awareness

47:58 to 49:59

Get insights on making significant career choices based on self-awareness and personal fit.

“We've only got a few minutes left with some advice for our listeners.”

Embracing Failure and Risk

49:59 to 52:24

Discover the mindset necessary for entrepreneurship, including facing failure head-on.

“Know who you are and know if you have the ability to take on the pain and the uncertainty of entrepreneurship because entrepreneurs jump off the cliff and they're trying to build the plane as they're descending to earth.”
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Transcript

Automatic transcript. May contain errors.

0:00And I remember being long and defiant and very wrong. You know, I had the worst year of my career. And so I have gotten things wrong. So I've been humbled by life and humbled by markets. But I see the specter of deflation as being a forward trend that I'm more worried about than short-term inflation. And so I don't look at the near-term stuff as much as I used to. And I'm not as focused on it. I think I would caution younger investors that listen to your show to try to think way longer term. I think these are mistakes that I made in the early part of my career that I wish haven't served me well.

0:40You know, too impetuous, too knee-jerky, selling at bottoms and buying at tops and doing all the classic mistakes that you'd expect from human nature. You know, if you're taking exogenous risk, and I had to take exogenous risk as a kid to get to where I am, expect that your ass is going to get kicked. And so don't be a baby about it and don't play the victim. You know, when they fired me from the White House, I got torched by everybody. I got torched by the media, late night television. Did I care? No. I went on those shows, faced the music, and never played the victim. So you've got to have that mentality if you're going to take risk.

1:17If you're not comfortable with that, then don't do it.

1:48information purposes only. Nothing in the podcast constitutes a financial promotion, investment advice, or a personal recommendation. More on that in the show notes. My guest today is the founder and CEO of Skybridge Capital and the host of the Salt Conferences. He's also a restaurateur as well as prolific broadcaster and podcaster. And of course, also briefly, the former White House Communications Director for President Trump. I'm, of course, talking about Anthony Scaramucci. Anthony, welcome to the Master Investor Podcast. It's great to be here. It's a real privilege to have you with us. And I listed some of the things you do there.

2:28Podcasting, you've got the rest is Politics US. You've got Open Book. You've got All Things Markets. You've got a new book coming out. All the Wrong Moves, How Three Catastrophic Decisions Led to the Rise of Trump. Publishing date, September the 22nd in the US, September the 17th in the UK. I like that. Comes out here first. Yeah. I mean, listen, I've got great publishers from both sides of the Atlantic. And I tried to encapsulate my 38-year observation as a Wall Streeter, but also a participant in the political system. Some of the things that we did that didn't go well. And by the way, it's not an indictment of anybody.

3:09It's just more a story of good and well-intended people making bad policy decisions that lead to this rise of populism. And also this anger-based movement in our two populations where there's a very large group of people in the UK and in the United States that are upset, which is why you're seeing this turnover in your system. And it's why you're seeing this rise of left-leaning and right-leaning populism in the United States. Well, I hope you'll come back on when the book is out on the Sky News program as well. That would be great. But my first question on this is, how on earth do you fit all of this in?

3:45Well, I am a big believer in, I told Tony Pastor, who's one of the founders of Goalhanger, I'm a big believer in what's called servant leadership. I think I read that book about 20 years ago and decided I was going to implement that. And it's been successful for me. So I have a group of people that are running our conference business, a group of people that run our funds business. I have a production team that runs the podcast for us, but also does a lot of the social media. So the clips and things like that that you may see of us are generated by a young group of people. And then I have a whole dedicated team to what I would call the cryptocurrency and the blockchain space, all in the envelope of SkyBridge.

4:27And so I see myself, Wolf, as somebody that works for and with these other people, meaning if the guy running our SALT conference needs me to do something, I'm there for him. If he's reporting to me on what he's doing, I'm okay with his mistakes. I'm okay with his risk-taking. And I think that's more or less worked for us over the years. So it's freed me up to do some of the things I like, which is podcasting and writing and hanging out with you. And so that's sort of the thing. By the way, you talk about master investors. Warren Buffett is a big believer in that. Just think about the businesses that he owns inside of Berkshire Hathaway and how successful he's been at delegating to people at Geico or people at See's Candy or the different things that he has in his holding company.

5:12When do you think you graduated then from being a principal, maybe in just one of those businesses, to a leader aggregator of so many? When did that transition happen? So I would say that that transition probably happened in 2014 or 15. That's when we started our restaurant. You mentioned our restaurant, the Hunt and Fish Club. We named it after John Gotti. I don't know if you remember the Mafia Don in New York, but he had a place called the Bergen County Hunt and Fish Club. And so we figured, you know, we're Italians. We'll name it after him. We actually had John Travolta in the restaurant a few years back when he played John Gotti in the movie.

5:54so uh that's a good name drop it was fun for us yeah well if you look up you've had wilford cross in the restaurant twice i i had and you like you like the popovers you were going at it with the popovers wolf they were both uh they were both lunches i need to hit there for a late what's the best optimum meal there dinner yeah i think dinner i think dinner is probably the best meal there it's good it's good fun i had you know if you look up name dropping in the dictionary of course you see a picture of me some of my family members i just want to make sure people know that It runs in my family a little bit too.

6:25So there we go. So there's a lot there in your repertoire. And let's focus in on the market stuff for the early part of the bulk of this conversation. Tell me what you look at to get your feel for how the markets are. When you wake up, what's the first market-based indice currency bond market thing that you look at? Well, I've evolved a lot. I would say to you that if you'd asked me that question 20 years ago, I was plugged into everything, all the stuff that you did on CNBC, and I was plugged into market sentiment and the ideas around the Federal Reserve. Of course, we lost Alan Greenspan this week.

7:09And if you remember, we used to look at his briefcase. And if he had a big briefcase, we thought he was raising rates. And if he had a small briefcase, we thought he wasn't. Of course, he said that that was Andrea Mitchell, his wife, giving him lunch that day. If he had lunch in the briefcase, then it didn't really have anything to do with the rates. So I was very fixated on short-term fluctuations, market sentiment, momentum. And then I would say over the years of being burnt and recognizing that I'm not smart enough to do that, the smarter thing to do would be to relax a little bit, be less tense about the markets, and then look at and either accept or reject the long-term trend.

7:51And so I'm sort of in the Buffett camp of accepting the long-term trend. I think where I differ from the greatest investor ever, Warren Buffett, is that I'm probably more open to technology. I'll tell this story because I think it was instructive and It cost me a lot of money, this story. I was at the Sun Valley Conference. Allen & Company hosts this spectacular event. This was many years ago. It was probably the year 2000. And a young man at that time by the name of Jeff Bezos got to the microphone, and he was making a presentation. And I was sitting in the front row writing copious notes, and he was talking about Amazon.

8:28And at that time, it was priced as an over-expensive internet bookseller. And Mr. Bezos was explaining to the crowd that it really wasn't a bookseller. He was just using books to dot plot his warehouses. And they're easy and inexpensive to mail around. He'd get a sense for where the demand was for consumers. And he was eventually going to sell everything, sort of this A to Z thing like you see in the brand. And I said, oh, this is an ingenious thing. And I was writing down these notes. I've got to go out and buy Amazon. But the next speaker was Warren Buffett. He got up to the microphone. He said, he's a very bright young man, Mr.

9:04Bezos, but I wouldn't touch that with a 10-foot pole. And can you believe that this company, Amazon, this internet bookseller, has a valuation in excess of this storied retailer, Sears, which was, of course, Sears' row book. And look at all the assets that Sears has and all of its hard real estate. And, of course, I took my notes and ripped them up, and I threw them in the garbage. and if you had just put a$10 ,000 investment in that company that many years ago, it was worth north of$14 million. They just give you a sense for missing things and the learning that's involved with missing things.

9:42So I'm sort of in a two-tiered approach now. I've got this very long-term view, upwardly bias on markets, and then I have a belief that we have to participate in these new technologies. And so I wasn't an early investor in SpaceX, but I was able to participate in the private rounds of SpaceX over the years. I've gotten into Anthropic and a few of these other things, which an earlier version of me, I would have never participated in. And I'm telling you, of course, about the winners, but I could give you a phone book Wilf of my losers as well. I don't want to suggest that I'm doing anything. I just think You're betting the averages.

10:21And so I don't look at the near-term stuff as much as I used to, and I'm not as focused on it. I think I would caution younger investors that listen to your show to try to think way longer term. I think these were mistakes that I made in the early part of my career that I wish – haven't served me well. You know, too impetuous, too knee-jerky, selling at bottoms and buying at tops and doing all the classic mistakes that you'd expect from human nature. Well, and more on the Warren Buffett mindset we had Becky Quick on two weeks ago. So I refer people back to that episode as well.

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11:58it's interesting you mentioned amazon there in 2000 if you put your ten thousand dollars on in before it got to 14 million um you know 25 years later it went down to you know 1 500 fell 80 85 no question no that would have been march of that year you you know you saw the 85 drop There was a news weekly in America called Barron's. I think you're probably familiar with it because you worked in America. There was a picture of Jeff Bezos on the cover. It said Amazon.bomb. And it was him in one of those old-fashioned bombs with a sizzle on top. And it said, the age of this internet retailer is over.

12:36And, of course, that was the beginning. So I guess you did mention that you don't want to be too knee-jerk. But do you feel we could be – you also said you like to look at the trends. We could be in a trend shift. I mean, today, we're recording this on Tuesday, 23rd of June. You know, markets are down sharply this morning. Do you think that we could be at a 2000-type moment or not? Listen, it's very possible. You know, people have asked me about the AI bubble. Is there a bubble? What happens? I'm old enough to remember the March of 2000, Internet 1, sort of Web 1 collapse. the Dow got hit, but the NASDAQ really got crushed.

13:18It was down probably 70%, peaked the trough. And could that happen? I'm not saying it couldn't happen. There's different things going on today relative. I think the Fed and the central banking community is more sensitized to that. I'm not saying they're putting a put in place, but they sort of are in some ways. They weren't doing that as much in the Greenspan era as they're doing now. I would say that we're going to be wrong about some things short term. But I think the inflation that we're seeing right now is supply shock related. It's been inducted by a few things, President Trump's tariffs.

13:57It's been inducted by the war going on and the uncertainty about the Strait of Hormuz and the insurance costs of getting tankers now through the strait, which has really hurt the supply. and it's also affecting prices around the world, you know, because that, well, of course, the most important commodity has an impact on all the other prices. But I see this stuff as short term. You know, wars do resolve themselves. I mean, Afghanistan was a miserable one. So was Iraq. But, you know, my guess is this will eventually resolve itself with some type of favorable outcome. And so I'm not overly worried about that.

14:31Maybe I should be. I did get the pandemic wrong, though, Wilf, I will tell you this. I walked out of a meeting in the World Economic Forum in January of 2020. We had met with some World Health Organization officials. I won't name my other hedge fund friends that were in the meeting because they did miserably, and it wouldn't be fair to mention them. I'll just mention myself. But we all walked out of the meeting. The WHO was telling us that this was going to be more like SARS or MIRS, if you remember MIRS. And I remember being long and defiant and very wrong. I had the worst year of my career in a 12-day period in the month of March of 2020.

15:13And so I have gotten things wrong. So I've been humbled by life and humbled by markets. But I see this specter of deflation as being a forward trend that I'm more worried about than short-term inflation. That's not to say that the Fed won't raise rates, which is causing some market uncertainty and a depression in prices right now. But I think the bigger thing that we're going to be talking about in four or five years is, oh, wow, the AI, the automation, the robotics, the advancement and immunotherapy is going to crush the curve of costs. And it's going to cause some deflation, some job disruption.

15:52So I think I'm more worried about that than the inflation. That's obviously the Elon view of the kind of productivity gains to come. Let's just dwell on SpaceX IPO, because as you said, you're an investor. Obviously, there's a lockup period. If there wasn't, would you have been a seller in the short term? No, I'm not selling that. It's probably because I'm a little bit more mature now. And I did something that I would recommend to every investor. I read a very simple book when I was 17 years old called The Richest Man in Babylon. Have you heard of the book? I haven't. Okay, it was written by George Clayson, C-L-A-S-O-N, 100 years ago now, 1926.

16:34And it's a parable about what the richest man in Babylon did to create his wealth. And basically, put simply, you invest every month of your life and you can fix that number, you can increase it as your income goes up, but you invest every month of your life. I've got a couple of young podcast producers at Goalhanger that I have in this discipline. And one of them texted me last week, two years later, he says, well, you know, I have over 100 ,000 pounds in my investment account now. Thank you very much. And so what I've been doing since the age of 17 is I've been buying stocks every month. And it could be the S &P 500.

17:14It could be a Berkshire Hathaway. It could be an Amazon. I got to Amazon later after making that mistake. But my point is if you just take that discipline and you buy every month irrespective of where markets are and you sit back and wait five or ten years, I think you'll be rewarded. And I think what younger people have to do no matter what their income is, is pay themselves first. They have a rent charge every month. They have a cable perhaps charge or a data charge, electrical utility charge. All that's fine. But pay yourself first. Come up with a number that you can live without and put that in the markets.

17:53And if you do that, and you do that over a steady period of time, you'll be in incredibly good shape. So I've done that. And so when I have a win like SpaceX, my attitude is I'm not going to bet against Elon Musk. Whatever his political views are, I may agree with some and disagree with others. this is the uh it's almost as if thomas edison got together with henry ford and john rockefeller and made elon musk in a laboratory and so he's got vision execution skills he's an engineer uh and he's just not somebody i want to bet against and you know mike novogratz and i talk about this you know mike was short tesla but he had two tesla cars in his driveway okay but you're short something that you're using, you actually love the product.

18:41So you'd probably be better off not shorting it. So SpaceX, I get it. I understand how expensive it is. I understand the revenues versus the market capitalization. But I believe this guy could catch up. And I know you know a lot of the Goldman people. Read the Goldman Research Report on the potential for revenue streams coming into SpaceX over the next five or 10 years. And of course, I'm a decent acquaintance of Ron Barron. I think you know Ron, a legendary investor who's got a very big piece of this. He sees this as a$4 or$5 trillion company. Moreover, Musk could merge Tesla. He could take Neuralink and put these entities together.

19:24I was lucky to be an XAI investor or a former Twitter investor. The merger of those two things gave me more SpaceX shares. And I think betting against him would be a mistake. So I could be wrong about that. But over the context of my overall portfolio and this sort of grinding out game that I've been playing for 45 years has put me in pretty good position. Well, the grinding out game long term, I'm such a believer in obviously having spent my time in the US and CNBC. And it's a sentiment that we need to shift here. So I'm all for you making that argument again so convincingly.

20:30classes that you have obviously really thrown yourself at in recent years at SkyBridge. Put simply, what is the case for crypto? Well, that's a broad topic, right? So I would say the blockchain, there's a strong case for that. Even Jamie would make that argument. I know you're going to be interviewing him, but I think he probably doesn't like Bitcoin and these other things. He's called them decentralized Ponzi schemes, et cetera. He's softened his language there. And Buffett has called it a pet rock or something like that or rat poison. But for me, I got this wrong. This is a story of me missing things.

21:07Hal Finney is somebody that I met maybe 2011. He gave a presentation at the Ames Research Center, which is outside of Silicon Valley. It's sort of Google has a research thing there. Peter Diamandis was running something called Singularity University. Hal Finney came and gave a speech on Bitcoin. And if you remember, he was the first recipient of a Bitcoin from the Satoshi wallet. And some people think Hal was actually Satoshi. But I listened to it, didn't believe it. I think I put out on Twitter, don't understand Bitcoin, I don't care, caveat emptor. So I missed it. It was probably trading at$60 at the time.

21:49In 2014, the Winklevosses came to me at the Skybird Salt event, which was in Las Vegas. They explained the prowess of Bitcoin. I think it was trading at 1 ,000, maybe 600, something like that. I passed on it as a traditional institutional investor. And then my brief ill-fated tenure in the White House, I can tell you, Wilf, it was a Wednesday. It happened on a Wednesday because I was only in the White House one Wednesday. So I know that it was actually a Wednesday. Two Fed officials came into the West Wing with Steven Mnuchin to talk about this digitization of the US dollar. And they had done a white paper.

22:29And I looked at the two of them and I said, well, so over the blockchain? And they said, yes. And I said, like Bitcoin? And they said, yes, it's nine years ago. And I remember thinking to myself, okay, I have to be neurally plastic. I have to understand this technology that I have refused. I've gotten two pitches at, I've swung and missed at both of them. These guys are believers in the blockchain. They work at the Fed. I got to understand the blockchain. I'm not saying I'm going to invest, but I got to understand the blockchain. And so, I mean, I think I got fired maybe three or four days later.

22:58I went back to SkyBridge and I bought the URL skybridgebitcoin.com. And I started doing homework on Bitcoin specifically. And I don't want to bore your people, but I'm going to say the following things about Bitcoin. Number one, you have to do some homework on Bitcoin. If you're an investor, you can't just flip off Bitcoin. You have to do the homework. and I submit to people that do the homework, nine out of 10 of them will probably own a little bit of Bitcoin. Paul Tudor Jones, didn't like it, now owns it. Ray Dalio, Stan Druckenmiller. I could list a series, Howard Marks, I could list a series of investors that after steeping themselves and understanding the technical nature of Bitcoin and what it actually is, they end up owning it.

23:42And so for your viewers and listeners, I would say this is a hard asset. It's effectively a spreadsheet. It's an open, fully transparent spreadsheet where there's hundreds of thousands of nodes that are going to verify the transactions on this hardened spreadsheet. And when you look at the definition of money, and my friend Neil Ferguson wrote a bestselling book. It became a BBC documentary called The Ascent of Money. We had a great episode with him on the pod. Yeah. And so if you read Neil's book, he defines all the characteristics over thousands of years that we relate to money. You know, the immutability, the special uniqueness, the scarcity, et cetera.

24:26And this has all of that. And it has one extra layer. And that is it has the absence of a third party. And so we don't like each other typically as human beings and we don't trust each other. So we've always gotten our money from a third party. That would be our government. And we've always transacted with third-party verification. So if I'm going to buy your house, you wait for my funds to get transferred into your third-party corresponding bank before you hand me the deed. But over the blockchain, because of the nodal system and the confirmation process, we can have a peer-to-peer permissionless transfer.

25:03And so that is a great expedition. It's a huge cost savings. We mentioned my restaurant, so let's go there for a second. We could go to my restaurant. If we have stable coins, which are US dollars represented on the blockchain, we can pay the bill at the restaurant by taking the stable coins out of my wallet and moving them to the restaurant's wallet. We eliminate that third party known as the credit card company. We'd save 3.5 % of the fees. On a restaurant like mine that has 15 % margins, a 3.5 % fee is like a 30 % uptake, 28 % uptake in the gross margin. So you have trillions of dollars of expenses related to third-party verification of our transactions.

25:52And I guess if you go to ChatGPT or Claude, the estimate is about$4 trillion US dollars. This would be, think, lawyer fees and transacting on deeds, credit card fees, wire fees, all the different things that we do. The blockchain can help us avoid those. They're very reminiscent to me of telecom where when I was here in this city at the London School of Economics in 1985, it cost me$3.50 per minute to talk to my parents. Of course, I was able to call them once a week, let them know I wasn't drunk somewhere at the Odeon or the Hippodrome or places like that. And now you can make that call costless anywhere in the world just by hooking up into an internet cafe.

Read the full transcript

26:37And so this technology has the ability to transform finance. We will have perpetuals. The CME is not happy about them, but we will have those. We just saw OKX do a deal with the New York Stock Exchange. We just saw Kraken do a deal with the NASDAQ. And so put simply, this is a technology that's going to able us to bypass costs and make things secure and very efficient. Now, Bitcoin is different. It's a property. And you'd have to really do the homework on it to understand it. But it's a volatile property. And like all tech, you mentioned Amazon. Amazon went down. if you held it,$10 ,000 went to$14 million.

27:19But boy, you had to have a stomach for it because it went down eight times 50%, one time down 85%. And Bitcoin has been tracking other tech where it is not yet fully adopted. There's heavy skepticism on it. And so every four years, you'll see a 50 % to 70 % dip in Bitcoin. And we're seeing that right now. We're halfway through the cycle. There's halving cycles of Bitcoin where the network is spitting out 450 coins a day right now. In about two years, it'll go down to 225 and then four years later down to half of that. So when that happens, you have these technical disruptions and selling pressure, but you either see it and believe it, or you're a Bitcoin skeptic like many people are praying forward to go to zero.

28:10But I think this is an asset that's here to stay. So let's touch on that point about you saying people are skeptical. Obviously, you outlined in 2017 when you became a believer that was nine years ago now. I mean, how many people are still skeptical, do you think? Or is that not a shift a lot? Yeah, I would say, listen, I think I would say there's five-ish percent of the investor population that I would qualify as Bitcoiners. If you just look at the number of wallets. When I first looked at Bitcoin in 2017, there were probably 50 or so million wallets. There's probably nine or 10 times that now.

28:46And if you look at our population, it's only 4 % or 5 % of the overall global population. But remember, in stable countries like the UK or the US, even though we have pockets of inflation and we are using inflation as a way to monetize our debt, which we can also discuss the problems of that. Most of the world has defuncted sovereign currency. Most of the world is either in a dollarization situation in some of the Latin American countries or Africa, or they're shifting to things like Bitcoin. China doesn't like it. They've banned it. And yet 10 % of the transactions and 10 % of the Bitcoin mining is still happening in China.

29:31So it's here. I've done the homework. I'm a believer in it. I think I have it sized right in the portfolio where if we're right, and again, I'm not saying it's going to go to a million dollars a coin like Michael Saylor is saying from strategy, but I do believe that it could trade to half of the market capitalization of gold, which is sort of a 10X from here over the next test gate. And let me just say one last thing. I have a son who's 34, went to Stanford Business School, and I was with him on Father's Day this past Saturday. He's an astute investor. He bought this Pokemon card for$16.5 million.

30:09He's creating this sort of physical asset, treasure company called Treasure Trove. And he said something to me about Bitcoin, which people should listen to. He's 34. Bitcoin is in the top 15 market capitalized assets. Last year, it was in the top eight. It's dropped because of this fall in Bitcoin. I just want you to think about the durability and the sturdiness of that. And I want you to think about a 34-year-old being 44 in 10 years or 54 in 20 years. That generation of men and women are going to own Bitcoin. It's the generation that I'm in, the 60 generation, that lights gold and they have a disdain for Bitcoin.

30:51But the future is going to be digital and the future is going to have a form of digital stored value or digital scarcity. And I'm a believer in that long term.

31:06This episode is brought to you by LSEG, the leading global financial markets, infrastructure, data, and analytics provider. To learn more about how LSEG connects businesses, investors, and markets worldwide, visit lseg.com. This episode of the Master Investor Podcast with Wilfrid Frost is sponsored by BNY Investments, a trusted partner for many delivering financial solutions to investors and institutions worldwide. This sponsorship does not constitute financial advice.

31:47Touch for me on your outlook for inflation. I mean, you mentioned deflation over the next decade. Yeah. In the next year or two, do you think inflation is sticky? And what's your views on the transition that's gone on at the Fed? Look, you have to be very careful with inflation. Jerome Powell called the COVID-related inflation transitory. It was more secular than transitory. I think that they missized a few things. This is the butterfly effect in life. If you really studied what the Fed was looking at, they were making an assumption that the Chinese were going to turn on the supply chain in China, coincident with the West.

32:28but what they underestimated or they mis-underestimated. I like using that word because it's not a real word, but George Bush used to use it. So I like using, it's going to fire out the word mis-underestimate. Love it. It really should be in the Oxford dictionary now because it's just so crazy. But what they mis-underestimated in China were the hospital beds. And so what happened in China, very simply, they didn't have enough hospital beds and they looked at the situation with COVID and said, we can't have this international nightmare where we're exposing our healthcare crisis. We have elderly people in China.

33:01And if we can't get them into the hospitals during COVID, we can't open the economy. So they locked the economy way longer than the Fed thought. And this led to way bigger price fluctuations, supply fluctuations, and more inflation. And so I bring this up because the data that we look at, I think, is anachronistic. I think we have to look at data in a more transparent and more widespread way. So one of the metrics that I look at is something called trueflation.com. So it's truflation.com. And what they've done a very good job of is they're aggregating inflation data at the storefronts from the vendors.

33:45They're not using the traditional metrics of CPI or the things that the Fed is using. And so the bad story to tell there, if you go to trueflation.com, is that the U.S. dollar has lost 28 % of its value since January of 2020. And so we just pumped the dollars out into the system. Some of it was done for stimulus. Some of it was done to cover up some of the debt issues that the country has. and it'll eventually catch up with us. But what we've done is we've wildly overspent as a generation of political class and we've wildly undertaxed while we're wildly overspending. And so Milton Friedman had a great line for this and I'll paraphrase it.

34:31He said, you know, that deficit spending is unfunded tax liability. And so whether you like it or not, Piper has to be paid. And so we have figured out that we're gonna pay it through the most pernicious and the most regressive form of taxation, which is inflation. And so we've monetized the debt. And so this has created wild affordability issues in all of our respective countries in the West, because if you don't own assets, just think about my dad for a second. He got hourly wages. So the wages came in. He had no assets to speak of. We did own the house. It was a small house. He paid$16 ,000 for it in 1962.

35:09So you have this asset poor working class group of people. Well, they can't catch up. You know, Calvin Klein bought a house in the Hamptons in 1987 for$4 million. He sold it in 2021 for$85 million. It's being offered out right now, five years later at$165 million. So if you have the asset and you're doing this type of inflation, the asset will hedge you against the inflation. But the poor and the working families, they get crushed by this inflation. So that's happened, and we have to accept that. But what's happening alongside of that now is this major transformation in production, productivity, robotic technology, AI, which I think is going to transform the way we think about jobs, white collar jobs.

36:03We're going to move to a four-day work week for sure. It'll happen in our lifetimes, which will be a whole other set of jobs. But I think that's coming and that will create an offset to all the inflation that we've experienced. So weirdly, like most times in our society, failed political economic policy, we'll be overwhelmed by great technology and great human ingenuity and innovation, and we'll end up working our way out of the problems. You know, we had Thomas Malthus tell us in the 1840s we were going to starve. The population would not be able to create enough food for its exponential growth.

36:39He left out fertilizer and vertical farming and irrigation and all this. We had prior to Ozempic, well, if we had more people dying from obesity-related illnesses, in the 80s, we were told we were going to run out of oil. well, what about horizontal fracking and GPS and better drilling in more efficient places or places like the UK that don't use air conditioning, places like you guys that are saving of the environment? My point is we always have this apocalyptic vision of something bad that's going to happen. It doesn't happen because the ingenuity of innovation. So I think that's the story with the money.

37:17I think the money, I think we'll hit a huge pocket of deflation. But I think by and large, we've lost some trust in fiat currencies and things like gold and Bitcoin will continue to do well. Let's transition then to a little bit of political chat. You talk now a lot about the difference between Wall Street and Washington. Did you underestimate that before you went to Washington in 2017? Oh, my God. I mean, so badly. I mean, listen, if I'm to be guilty of so many different things, one of them would be a naivete about how Washington works. You know, Bob Rubin wrote, one of my old bosses wrote a great article leading up to this recent inauguration of President Trump.

37:59It was a January Wall Street Journal article where he said, oh, my God, you know, we were so ridiculously naive. us Wall Streeters were walking the 1993 inauguration of President Clinton, and we were going to come down to Washington, and we're going to change Washington. But Washington changes you. You don't change Washington. And it was such great insight there. I didn't have that insight. I thought that I was going to go to Washington and help to be a problem solver. But the difference Washington and Wall Street is very clear to me now. On Wall Street, we have a green team. But what I mean by that is American money is green.

38:40Your money is all different colors of the rainbow. When I'm talking about American money is green, we have a green team. So if Wilf and I, if we hate each other, but there's a billion dollars to split up, could Wilf and I pretend to like each other for six months to split the billion dollars? I'm pretty sure Or Wolf and I can do that. But that's not Washington. Washington, there's a red team and a blue team and a yellow team. And they fight over positioning of the seat on Air Force One or the location of the staff member's office relative to the president's office or the House Majority Leader's office.

39:15And somebody said to me, Washington, they'll pick each other's eyeballs out because the stakes are so small. President Trump said something to me which I want to share. Because whatever my disagreements are with him, he has great political instincts and he's also a great comedian. I was at lunch with him and we were in the study off the Oval Office and we were eating. He was like pouring gallons of Diet Coke. And he looked over at me and said, you know, this is a very tough place. And I said, yes, I'm becoming aware of it. Because let me tell you something. I was in New York. I was a seon of real estate.

39:54I thought these real estate billionaires were a bunch of killers. He said, the assistants down here in Washington could destroy these real estate billionaires. He goes, I've never seen anything like it. Quote, they could pick your eyeball out with an ice pick and drop it in their martini glass. You're bleeding at the table and they're still talking to you like nothing happened. And I was like, wow, Trump is so right about this. I mean, that's the viciousness of Washington. But it's also misalignment of incentives between Wall Streeters and Washington that the Wall Streeters get very wrong. And of course, I got it colossally wrong.

40:30You also have referenced another conversation you had with him. He asked you if you were fiscally conservative and socially liberal. Yeah. Yeah. Explain that to me. There were two big seminal things that he said to me in March of 2016. So I joined the campaign after Jeb came out of the race and now I'm traveling with him and I got to see a side of America that to me was heartbreaking. You can talk about that if you want. But these specific conversations, one was I was reading in May of 2016 a research report prepared by my team at Skybridge. And Trump looked over at me, said, what are you reading?

41:10I told him what I was reading because you're an idiot. I know I'm an idiot, but why am I an idiot? He said, you're an idiot because that report says that it's economically a bad decision to Brexit, that for the UK to leave the EU. It's the 10-year anniversary today. Exactly. And this is May of 2016. And he says, so your report is saying that the UK citizens are going to vote to remain in the EU. And I looked up at him. I said, you know, sir, that is exactly what this report says. Well, that makes you an idiot because this is an emotional thing. And this is something related to British or UK nationalism, and they're going to vote to leave.

41:53And that was about a month before the election. So that's, excuse me, that's 10 years and one month ago, right? Because today's the anniversary and Trump got that right. I got it wrong. I was on television telling people, there's no way that they're going to leave. Second thing he said to and we were coming back into the plane. We were in Youngstown, Ohio. And I was looking around and I turned to the president. I said, you know, you're actually talking to my dad. And this is something that as an investor or just as a citizen of the world, I want to caution everybody about. And again, it doesn't reflect well on me.

42:28I lost my way, Wilf. I grew up in a blue collar family. I went to Tufts Harvard Law School. I entered the salons of the wealthy via Goldman Sachs. I ended up at the World Economic Forum, CNBC, hedge fund community, SALT conferences. I started to get the confirmed biases of the people that I was hanging out with. And what Trump taught me on that campaign is that the people I grew up with feel left behind. Many of them didn't go to Tufts and Harvard. They are putting in sheetrock or they're working a crane or they're digging clams out on Long Island. And their inflation, all these different things that have happened to them, their purchasing power has gone way down.

43:11And I remember coming back onto the plane and looking over at Trump and saying, you know, you're actually talking to my dad. You know, my dad was born in 1935, but these are people like my dad born in 65 and 75. And then he said to me, yeah, he said, and you're really out of touch because you're fiscally conservative. You're a Wall Streeter. So you're fiscally conservative and socially liberal. Now, Wolf, how many people do you know on Wall Street that are fiscally conservative and socially liberal, Wolf? Well, in the UK, more than in the US, in the equivalent. But I get your point. So Trump said to me, my base, my base is social conservatives and fiscally liberal.

43:58They want the programs. And if you remember the Tea Party movement or even Trump's MAGA movement, they would hold placards up and they would say, get your government hands off my Medicare. But Medicare is a government program. And many of these people didn't really understand that, but they wanted the program. And Trump has never touched, nor will he ever as president. And he won't touch Social Security or Medicare because he intuitively understands this. And he understands this is a big part of the needs of his base of voters. It's such an interesting, when I was researching for this and I heard you say it resonated because I think it's what's going on here at the moment as well.

44:37I think reform are pursuing the same balance in that sense. Our countries match each other. It's like a match sailing race. You know, you're watching, we watch your sale and you guys watch our sale and we sort of sail towards each other in the race. The difference, and I don't know the answer to this here, is that it's coming a decade later. And I'm not sure we can afford it. And do we have the comeuppance before the innovation saves us all, which I hope you're right about? do we have the comeuppance that means you're promising to keep the spending going, deliver for those people, and that you don't then get the rewards of it?

45:18And I don't know the answer to that. Obviously, I hope the sunlit uplands arrive in time that we can all have a four-day working week and all the benefits, but that's where the balance might not hold. We'll see. Again, this is an observation as a non-citizen, but some of the travels here are a lot. The country is very hard on itself, and this country has a tendency to be very self-critical, but I would look to some of the things about this country that I admire. One is the system and the process. You're not getting the exigencies of the extremes. I predict Farage will not be the prime minister here.

45:50I just don't think your system is going to allow for it. The second thing that happens here is you have unbelievable innovation here. You've got great universities and you develop a lot of patents, But up against that, there's not a campaign or policies associated with venture capital spending or the appropriate tax treatment on venture capital. And so this is a constraint. It's sort of a socialist constraint on the economy. And so I'm just wondering if you can get that right. I'll give an example. Who has gotten it right are the Irish. The Irish have figured out that they can marry right-leaning tax policy with left-leaning social programs.

46:31So they floored the taxes. They've gotten them down extremely low. When I go to Dublin, you just see one colossal multinational after the next up along the waterfront in that beautiful city. And they're running, probably the only EU nation at this moment, they're running a budget surplus. us. And they're doing it because they figured out foundationally that they have the right tax policy that's bringing the capital into the country. So to me, I'm a big believer that we have to look to other nations. We have to look to what are the best practices. So as an example, the best practices on gun control came out of Australia.

47:11The US won't adopt them, but if we did adopt them, we would reduce our school killings and our mass shootings by a quantum. But we have a sort of, if it's not invented here thing, then we don't use it. But I think we just have to look around and look at some of the best ideas out there. And I'm just wondering if the UK, it's got the patents, it's got the brainiacs in the country, get the capital to match the brains, and it'll unleash a lot of economic growth. I totally agree with all the ingredients here. I think we're a cold spring if we can get some of the hard political things right. I think we can play catch up.

47:51It's not about the US leaving us behind over the last 20 years. I think it actually makes the catch-up, the early years of the catch-up perhaps a little easier. We shall see. We've done investment. We've done politics. Let's close out. We've only got a few minutes left with some advice for our listeners. And start, if we can, Anthony, with career advice. We've touched on a lot of them. You've taken a couple of big gambles in your career, whether we didn't go as far back as leaving Goldman Sachs to start your own business. what's your advice to any of our listeners who might be weighing up that moment in their their own career if they should take that gamble or not well you have to know yourself you know i had a roommate in college and law school actually who was a prototype goldman sachs partner and he was literally like if you were buying barbie dolls or ken dolls and you saw him you'd you'd pick him up you'd look at the the qr code on him it was goldman sachs partner he looked the part he acted the party.

48:46He was like perfect, right out of central casting. And so he should be a Goldman Sachs partner. He was a Goldman Sachs partner. He got extremely wealthy being a Goldman Sachs partner. He's now a retired Goldman Sachs partner. But if you had me in a box next to him, man, I was not suited for that. I didn't have the personality for that. My friend Lloyd Blankfein, I interviewed him and I think you've had him on your show. I've got to go back and watch that one. but Lloyd and I are friends. We did the Bill Maher show together. And when I read his book, our upbringings are very similar. But you know what?

49:19He wanted to be an insider. He wanted to be part of that corporate structure. I never really wanted that. So I wrote in my diary, as soon as my school debt is paid off, I'm going to leave and start my own business. And I saw something intuitively. I just don't have the personality to shave the points off of my opinions or the hard edges off of my elbows. I just wanted to be myself. And I feel like you grow old, youngish, if you are comfortable in your own skin and self-aware. I think I would have been a poor... First of all, I don't think I would have made the partnership at Goldman Sachs. I didn't have the personality for it, but I think it would have been a really poor partner if I had done that.

49:58So first thing I would say to your viewers and listeners is self-awareness. Know who you are and know if you have the ability to take on the pain and the uncertainty of entrepreneurship because entrepreneurs jump off the cliff and they're trying to build the plane as they're descending to earth. You have to be able to do that. And I got launched into my own asset management company in the mid-90s. It was right after Greenspan, now the late Alan Greenspan's irrational exuberance speech. And we were getting our asses kicked and I was like, I mean, this is not going to end well. And the market lifted and we were doing quite well.

50:34And one of my colleagues from Goldman came to see me and he said, oh, this is great. You're running your own business. You're the master of your own destiny. I'm going to leave Goldman and run my own business. And I looked at him. I said, okay. He said, can I show you something? He said, what do you want to show me? I said, I want to show you my summer house in the Hamptons. Oh, your summer house? Yeah. I said, come down the hall. I walked down the hall. and I opened up the closet, Wilf, and there was a stack of servers and switches. Okay, it was$850 ,000 out of my own pocket, which was our trading network, Cisco Systems, all this different stuff.

51:13And I said, you see that? That's my summer house in the Hamptons. Are you willing to put your summer house in the Hamptons in a closet here in Midtown Manhattan? Because if you are, then you should leave and have your own business. But if you're not, You should shut the you-know-what up, and you should stay at Goldman and enjoy your career there. And so the big message is who are you, what are you capable of, and what do you like doing? And failure has never been an option for me, which is why I always have to dig out of my calamities in life. But that's the other thing. Expect failure. If you're taking exogenous risk, and I had to take exogenous risk as a kid to get to where I am, expect that your ass is going to get kicked.

51:54And so don't be a baby about it and don't play the victim. You know, when they fired me from the White House, I got torched by everybody. I got torched by the media, late night television. I think I was Tony Soprano on the Potomac. I was a Jersey Shore gas member. You know, Colbert was like running cartoons of me as like Tony Goomba. Did I care? No. I went on those shows, faced the music, and never played the victim. So you got to have that mentality if you're going to take risk. If you're not comfortable with that, then don't do it. I think it's a great place to leave the conversation, Anthony.

52:29We're out of time. Thank you so much for sharing with us all of that wisdom. It's been an absolute pleasure having you here on the Master Investor Podcast. It's great to be with you, by the way. Thank you. It's a bill of honor. Great to be with you. That was, of course, Anthony Scaramucci. Next week on the Master Investor Podcast, we will be joined by the Robin Hood CEO, Vlad Tenev. So make sure to hit follow or subscribe on your podcast app if you haven't done so already. But for now, our thanks again to Anthony Scaramucci.

53:22This podcast is produced by Paradigm Productions and Master Investor Limited in association with Birdline Media. If you've enjoyed the show, please do subscribe on YouTube or click follow on your podcast platform and you'll be automatically notified each time a new episode drops.

From the publisher

Wall Street veteran, SkyBridge Capital founder, broadcaster, author and former White House Communications Director Anthony Scaramucci, aka “the Mooch” sits down with Wilf for a candid conversation about the painful market lessons that shaped his 38-year career, his bold transition into the digital frontier, and the importance of focusing on the long term.

From the $14m he lost out on listening to Buffett over Bezos on Amazon, to how Trump took him to pieces on Brexit, and why he had to evolve from a crypto sceptic into a major institutional player, this is a grand lesson in learning from your mistakes, and coming out stronger for it. 

Anthony has advice for younger investors – pay yourselves first,  put that into the markets each month, and don’t get distracted by short term fluctuations. He acknowledges that early in his career he was too impetuous, and how these learnings have influenced his approach to SpaceX, which he owns and is not selling. His view: don’t bet against Elon Musk .

He also explains his position on blockchain technology and Bitcoin itself, and why, despite dismissing it initially, he now believes 90% of investors who actually "do the homework" will choose to own it. 

The conversation then turns to career advice for young entrepreneurs and risk-takers, including the need for developing radical self-awareness, expecting to get your "ass kicked," and why you must never play the victim when things go colossally wrong. 

 

Anthony’s new book All the Wrong Moves can be pre-ordered here: https://www.penguin.co.uk/books/476667/all-the-wrong-moves-by-scaramucci-anthony/9781847929235

Recorded Tuesday 23rd June 2026

 

0:00 Intro

3:35 Servant Leadership

6:30 Focus on very long term

12:37 Fear deflation more than inflation

15:57 SpaceX – long term holder

20:28 The case for blockchain & $BTC

28:12 $BTC still under-owned

31:46 Inflation vs innovation

37:31 Wall St vs Washington

40:31 Lessons from President Trump

45:26 UK too hard on itself

47:59 Take risk, expect failure

 

You can watch the full video on The Master Investor Podcast YouTube channel

 

And follow @WilfredFrost on X and Linked In

 

Sponsored by BNY Investments, Interactive Brokers - ibkr.com/masterinvestor, The World Gold Council and London Stock Exchange Group (LSEG). 

 

The Master Investor Podcast is produced by Paradine Productions, Master Investor Ltd in association with Bird Lime Media.

 

This podcast is for information purposes only. It does not constitute an invitation or inducement to engage in any investment activity. It is not a financial promotion as defined under section 21 of the Financial Services and Markets Act 2000 (FSMA). The views expressed by the presenter of this podcast are those of the presenter and are provided in the course of journalism. This podcast benefits from the exemption under Article 20 of the Financial Services and Markets Act 2000 (Financial Promotion) Order 2005 (FPO), It does not require approval by a person authorised under the FSMA. Generic information, not identifying any specific investment, fund, provider or service, about a class of investments such as shares, bonds, derivatives and cryptoassets, might be provided and/or discussed during this podcast. Such discussion falls within the generic promotions exemption (Article 17 of the FPO). Such discussion is not a financial promotion requiring approval by an authorised person under section 21 of the FSMA. Investing involves risk. You should consult a suitably qualified adviser who can assess your individual circumstances before making any investment decision.

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