
Episode #311
E311 - Captain Jack Andrews
On this episode of the Business of Betting podcast, Jeff Edelstein is joined by Captain Jack Andrews to discuss the evolution of advantage play, the rise of prediction markets, and the changing economics of sports betting. Hear them discuss: Captain Jack’s journey from private advantage player to a public voice in the gambling industry. How advantage play has evolved from card counting into a constantly changing landscape. The major “gold rushes” in gambling, from online casino bonuses and casino promotions to legalized sports betting. Why Captain Jack considers prediction markets the latest gold rush and how he is participating as a market maker. The growing competition among prediction-market makers and how it can create better prices for bettors. How supply, demand, order books, commissions, and competition shape prediction-market pricing. The rise of sports-focused prediction markets and the opportunities emerging beyond the biggest platforms. The legal debate surrounding prediction markets, gambling, the Wire Act, and potential regulatory changes. The growing pervasiveness of gambling, responsible gambling, AI, regulation, and the need for better consumer education. Captain Jack’s views on probabilistic thinking, the personal costs of a gambling career, and some of his most memorable advantage-play stories. ⚡️ Follow BoB on Twitter/X ⚡️ Watch BoB on Youtube ⚡️ Apply to be a guest here






