This podcast episode explores the backstory behind Disney's changing attitudes toward sports betting, highlighting the events that led to ESPN's partnership with Penn Entertainment for the launch of ESPN Bet. It sheds light on Bob Iger's initial reluctance to enter the gambling industry, his successor Bob Chapek's push for sports betting, and Iger's subsequent reconsideration due to his observation of his sons' engagement with betting apps. The episode also delves into the negotiations between ESPN, DraftKings, and Penn Entertainment, showcasing the challenges and controversies faced during the process.