Dave Portnoys Epic $1 Barstool Betting Buyback Bombshell

Barstool SportsDave PortnoySportsbook Buyback 🕒 1 🗒️ 150

Dave Portnoy, the fiery founder of Barstool Sports, bought back Barstool—including its betting arm—from Penn Entertainment for just $1 in August 2023. This came after Penn’s big $2 billion ESPN deal, which swapped Barstool Sportsbook for ESPN Bet. Picture this: Portnoy went from selling for $551 million to snagging it back dirt cheap—talk about a plot twist!foxbusiness+2​

Barstool kicked off its sportsbook app in 2021 with Penn’s cash, hitting states like Pennsylvania and Michigan fast. Penn grabbed full control for $388 million in early 2023, but drama with regulators and style clashes ended it quick. By mid-2023, Portnoy was back in charge, calling it “the greatest deal ever.“wikipedia+2​

Post-buyback, Barstool teamed up with DraftKings in a multi-year pact right after Super Bowl LVIII in 2024. Think co-branded bets, promos, and hype—perfect for Barstool’s rowdy fans. No ownership shakes since, so as of 2026, Portnoy’s still running the betting show solo.finance.yahoo+3​

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