Daniel Robbins sits down with Tom Sosnoff, founder of thinkorswim, tastytrade, and LossDog, to unpack the mindset behind multiple massive exits, building companies that buyers still value years later, and why Tom has no interest in slowing down. Tom explains why he hates the idea of work-life balance, why he and his longtime partner Scott never celebrate exits with “high fives,” and why the best companies are built because the founder is obsessed with building—not because they are trying to sell. The conversation also dives into employee pay, wage gaps, tokenized private markets, prediction markets, financial media, daily shows, and why giving employees life-changing checks may be more meaningful than buying any luxury toy.
