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The Pomp Podcast

World’s Greatest Trader: How To Win In Chaos | Tom Sosnoff

The Pomp Podcast

Anthony Pompliano

Business, Investing

4.62K Ratings

🗓️ 16 March 2026

⏱️ 39 minutes

🧾️ Download transcript

Summary

Tom Sosnoff is a veteran trader and entrepreneur, the founder of LossDog, and the builder of multiple billion-dollar companies. In this conversation, we discuss why volatility creates opportunity, how he thinks about active investing across asset classes, and why he believes crypto deserves a place in every portfolio. We also talk about options trading, oil and commodity volatility, the rise of self-directed investors, prediction markets, AI’s role in portfolio construction and financial advice, and how Tom is thinking about building the next generation of investing tools.

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  • 0:00 - Why traders stay long crypto in volatile markets
  • 0:52 - The real problem with today’s economy & the future of investing
  • 5:26 - Rise of the self-directed investor
  • 8:55 - How to trade extreme market volatility
  • 11:08 - Why everyone should own bitcoin
  • 12:09 - Selling volatility & options strategies
  • 20:25 - Navigating chaos in today’s macro environment
  • 22:19 - Trader mindset vs entrepreneur mindset
  • 24:29 - Building an AI investing platform
  • 26:38 - Why options trading is exploding
  • 28:30 - Thoughts around Prediction Markets 
  • 32:46 - How AI will disrupt financial advisors
  • 34:40 - Tom’s $1M crypto giveaway

Transcript

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0:00.0

Could AI help you do more of what you love?

0:03.1

Workday is the next-gen ERP powered by AI that actually knows your business.

0:08.4

We help you handle the have-to-dos so you can focus on the can't-wait-to-dos.

0:13.2

It's a new workday.

0:15.1

What I've dedicated my life to is revenge.

0:19.8

A brand-new drama based on the best-selling novel. They think they're better than us. Who do you think you are? I'm going to prove to them that they're wrong. She's punishing me. You destroyed my family. I will not rest until I've destroyed yours. A woman of substance on Channel 4 starts tonight at 9. Why should we be on crypto? It's going down. And I'm like, that's the dumbest reason because

0:39.6

it's going down. Like, the reason you should be long crypto is because it trades at three to four

0:43.3

times the volatility of the S&Ps. So when it turns around, you're going to make four times

0:46.5

as much. And the basis is lower right now. That's why everybody should have crypto in their

0:50.7

portfolio. It just doesn't matter how much, a couple of percent, whatever. What's going on, guys? Today we got a great episode with Tom Sosnov. He's one of the greatest traders in the world. He is the founder of Lost Dog. He also sold two other companies for a billion dollars, and then he'll tell you he scalped two exchanges for 350 million bucks. Great story in this episode. In this conversation, we talk about what's going on with retail traders, how to think about volatility in the market, how to change your portfolio based on what volatility is doing,

1:14.2

and it gives you some alpha, some of his trading strategies and how he thinks about investing on a day-to-day basis. Tom's amazing. He's giving away a million bucks at the end of the episode. Literally, he's going to give away a million dollars and he's going to tell you how you can go and get it. Make sure you listen to the end. That's it. Here's Tom Saznov. All right, Tom, a great place to start the conversation is you've

1:30.6

done this a couple times now. You've started multiple companies. You're one of the greatest traders in the world. We literally have a YouTube thumbnail that says greatest trader. It did really well. It did really well. People want to know what's the greatest trader in the world, I have to say. You're sorting a new company, so everyone immediately

1:43.8

opens their ears, right, and says, hey, what is going on here? But I think that you have some very unique thoughts and very passionate about this idea that there's a lot of people who are kind of being left behind by the U.S. economy and this new company is going to try to attack this in kind of a unique way. So explain, you know, what you think the problem is with so many people being left behind in a case-shaped economy. Yeah, I don't know, I don't know that this is much

2:05.6

of being left behind as it's just, there's this crazy imbalance. You know, like CEOs make a shit

2:11.8

ton of money, a lot of money. And the average worker, in some cases, the ratio might be 400 to 1 or 800 to 1, but the average

2:20.0

worker over their lifetime is underpaid. And when I say worker, I mean anybody between, let's say,

2:25.7

50,000 and 300,000. And you could be underpaid by a million dollars of your lifetime. You could be

2:31.5

underpaid by $5 million, just because you don't know really what you're worth. And so part of the technology that we're building is a really

2:39.8

cool AI platform that essentially helps you, helps to tell you what you're worth. That's it. I mean,

2:46.1

it's very straightforward. It's not, it's not, there's not that much complexity to it. And,

2:50.0

and that's that. We're also on the's not, there's not that much complexity to it. And, and that's that.

2:50.9

We're also on the same platform. We're also helping individuals to optimize their investment

...

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