LossDog Co-Founder & CEO Tom Sosnoff: "Every CEO Is Replaceable"

In this episode of The CEO Series, Will sits down with Lossdog co-founder and CEO Tom Sosnoff. Tom talks about starting on Wall Street in 1980, moving to Chicago to trade on the CBOE floor, and meeting Scott Sheridan, his business partner of nearly 40 years. He walks through building and selling thinkorswim and tastytrade, including the three-way trade with the Ricketts family that closed the thinkorswim deal. He also covers the $3 million investment that turned Zero Hash around, what he's building now at Lossdog, and why he and Scott gave $50 million to their employees after their exits. He shares his views on CEO pay, the wealth gap, and American capitalism, and gets into his trading philosophy, the biggest mistake people make in the stock market, and why he'd rather follow people who are always wrong. Timestamps: 0:00: Intro 4:35: Why Tom got into media 6:26: Starting on Wall Street in 1980 7:57: Family lift 9:47: Moving to Chicago and the CBOE floor 12:23: Stocks vs. options explained 13:45: His partnership with Scott Sheridan 16:44: Building a prop trading firm 17:21: Selling thinkorswim 19:18: Why not just stop working? 19:56: Saving ZeroHash 26:54: The three-way trade with the Ricketts family 29:56: Selling tastytrade 31:10: Staying on after the sale 33:55: What is Lossdog? 35:51: CEO pay and the wealth gap 41:38: Giving $50 million to employees 42:15: Why most CEOs are bad 45:42: Tech CEOs and big business 47:39: Is American capitalism dead? 49:24: Will the stock market crash? 52:02: Advice for new investors 53:42: The fastest way to make money 54:32: Learning risk as a caddy 55:28: Tom's worst trades 56:58: Crypto and Bitcoin 59:57: Money as the Wild West 1:00:46: What causes a sell-off? 1:01:53: AI and the future of finance 1:03:51: The future of money 1:05:00: Holding market predictors accountable 1:07:05: "Make me a market" 1:09:12: How to stand out: always be available 1:10:04: A live show every day since 2011 1:10:36: Why everyone says "not financial advice" 1:11:41: Which CEOs are doing it right? 1:13:02: Advice for discouraged young people 🔔 Don't forget to like, comment, and subscribe for more conversations with the biggest names in business and leadership! Thank you to Tom and the LossDog for making this interview happen. Connect with Tom on LinkedIn:   / tom-sosnoff-047627293   Tom's Instagram:   / thetomsosnoff   Tom's X: https://x.com/Tomunderwater LossDog Instagram:   / wearelossdog   LossDog X: https://x.com/wearelossdog LossDog TikTok:   / wearelossdog   LossDog LinkedIn:   / lossdog   🔗 Follow Executive House and The CEO Series: Will's Instagram:   / wsalvi   Will's LinkedIn:   / william-salvi   CEO Series Instagram:   / ceoseries   CEO Series LinkedIn:   / the-ceo-series   CEO Series Facebook:   / profile.php   Executive House LinkedIn:   / executivehouse-1   🎥 Credits: Host: William Salvi Producers: Christopher Salvi, Miguel Aponte Assistant Producer: Sejal Jain Video Editor: Ariel Burns Content Creator: Ariel Burns Social Media Manager: Eric Moran Video Editing Intern: Henry Overman