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

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