How Dave Portnoy Turned Pizza & Guts into $150M Fortune
Dave Portnoy kicked off his wealth journey in 2003 by launching Barstool Sports from his mom’s basement in Boston. What started as a free sports betting newspaper exploded into a digital hit with blogs, podcasts, and wild videos that hooked young fans. By 2015, it pulled in millions yearly from ads, merch like $30 hoodies, and events, setting the stage for his $150 million net worth today.sports.yahoo+1
The big money rolled in during 2020 when Penn National Gaming snapped up a 36% stake in Barstool for a whopping $163 million. Later, in 2023, they eyed full control at $388 million, but Dave cleverly bought it back for about $90-100 million in 2024, regaining 100% ownership. These deals alone handed him tens of millions in cash while keeping his empire intact.businessyield+1
Smart side hustles boosted his riches too—like his viral “One Bite” pizza reviews that raked in sponsorships from brands like Domino’s. He day-trades stocks live on streams, bets big on crypto, and launched ventures like a frozen pizza line. Real estate shines bright with a $42 million Nantucket mansion and a $14 million Miami pad, totaling $65-95 million in properties.linkedin+2
Today, Dave’s fortune breaks down simply: Barstool stake at $90-100 million, properties worth $65-95 million, plus $50 million from past sales and investments. From pizza slices to mega-deals, his unfiltered style turned a basement idea into a $150 million empire—proof that bold moves pay off big.boredpanda+1
FAQ
Dave Portnoys 2026 Sportsbook: DraftKings or Bust?
Dave Portnoy, the fun-loving founder of Barstool Sports, used to bet big on Barstool Sportsbook. Back in its heyday, he’d drop massive wagers like his $120,000 bet on the Bengals in 2023, sharing every thrilling moment on live streams. That app was his go-to for NFL games and more, making it a fan favorite among his followers. Things changed in 2023 when Penn Entertainment sold Barstool back to Dave for just $1 and rebranded their sportsbook as ESPN Bet.
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ESPN Bet is the brand that took over Barstool Sportsbook, and it rolled out in November 2023 as Penn Entertainment’s new online betting platform using the ESPN name. Penn had already owned Barstool Sports and its sportsbook, but after this shift, the Barstool Sportsbook name was phased out and replaced by ESPN Bet in the states where Penn operates. Before the change, Penn Entertainment had built Barstool Sportsbook by first buying a big stake in Barstool Sports in 2020 and then taking full ownership by 2023.
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