Club Shay Shay - Dave Portnoy Part 2
Club Shay Shay14 Maj 2025

Club Shay Shay - Dave Portnoy Part 2

Dave Portnoy On Cancel Culture, Kanye West, Skip Bayless, LeBron, Tom Brady, Taylor Swift, Celtics, Patriots, Barstool Sports & Call Her Daddy

Dave opens up about the deal that shocked the industry—selling Barstool for $500 million and then buying it back for just $1. He explains why he doesn't believe he can be cancelled, why he rarely apologizes, and how he’s thrived by embracing controversy. From beefs with Jason Whitlock and Michael Rapaport to the Angel Reese vs. Caitlin Clark debate and calling Reese “classless”, Portnoy gives his unfiltered opinions.

He breaks down his best and worst purchases, winning $2.6 million betting on UConn, being called a "legitimate degenerate" by his dad, and his past bankruptcy. He weighs in on crypto scams, the Hawk Tuah crypto controversy, and even Gisele Bündchen moving on from Tom Brady.

He talks about his ex-wife still able to access his bank account and his defense of Taylor Swift against Kanye West. He also dives into the TikTok ban, Mahomes vs. Brady, Jerod Mayo’s unfair exit from the Patriots, and his Top 5 Celtics of all time.

He speaks on the Lakers getting Luka Doncic, Bronny James entering the NBA, Larry Ellison’s recruiting tactics with Bryce Underwood, and interviewing Donald Trump. Portnoy talks his past run for mayor of Boston, shares the best advice he’s ever received, and reveals his Top 5 fast food chains.

This is Dave Portnoy—raw, controversial, unapologetic, and more transparent than ever. You don’t want to miss this brutally honest, wildly entertaining deep-dive into the mind of one of the most polarizing and powerful figures in sports media.

#volume

See omnystudio.com/listener for privacy information.

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