The Tom Dupree Show

If you’re thinking about retirement or already living in it, the financial headlines can feel like a carnival — prediction markets, Bitcoin speculation, zero-day options, and apps that let you bet on anything from sports scores to an earnings call. On this episode of The Financial Hour of the Tom Dupree Show, Tom Dupree, James Dupree, and Mike Johnson cut through the noise to explain what separates genuine long-term investing from high-stakes gambling — and why that distinction matters more than ever for your retirement portfolio. The Rise of Prediction Markets: Kalshi, Polymarket, and the Wild West of Financial Betting The conversation opened with a look at Kalshi — an online prediction market platform where users can place contracts on virtually anything: Supreme Court decisions, what words a politician will say in a speech, or the opening song at a Super Bowl halftime show. Unlike regulated sportsbooks such as FanDuel or DraftKings, Kalshi operates under minimal oversight from the CF