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‘You Don’t Really Know Anything’ – Tom Sosnoff’s Top Lessons for Investors

Tom Sosnoff, CEO and co-founder of Lost Dog, joins us from the trading floor of the New York Stock Exchange to share insights on his latest venture. Building on his experience with platforms like Thinkorswim and Tastytrade, Tom explains how Lost Dog helps investors optimize both their career value and portfolio value using agentic AI. The platform provides a quantitative look at your investments, helping improve cost bases, identify outlier risks, and make smarter decisions. Tom also dives into the role of AI in retail investing, emphasizing that while it can make investors smarter, it’s not a crystal ball for predicting market moves. He shares his perspective on wealth preservation amid stagflation chatter and highlights the opportunities that volatility and market noise can create. Finally, Tom leaves viewers with two timeless lessons from his 44-year trading career: “You don’t really know anything” and “stay small.”

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