The Pomp Podcast: Portnoy on Bitcoin, AI, Barstool and Getting Fired

Dave Portnoy gets brutally honest about losing Barstool, flipping on Bitcoin, and what AI could do to his business. In this condensed version of the full-length conversation, Anthony Pompliano sits down with Portnoy to unpack the Penn/ESPN deal, the moment he says he was effectively fired from his own company, and how Barstool was eventually rebuilt on his terms. You’ll also hear his take on cryptocurrency, meme coins, artificial intelligence, cancel culture, media attacks, and why he believes saying exactly what he thinks has powered his career. This minutes-long summary captures the key business lessons, political commentary, and personal reflections — including the Barstool Fund and the impact he says it had on hundreds of businesses. Listen now to get the key ideas in minutes.