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This is insane. ESPN secretly got Dave Portnoy fired from Barstool Sports a few years ago. Rather than let it happen, Portnoy forced Penn Entertainment to sell him back Barstool for $1. This is one of the greatest business deals ever. https://t.co/xGzZbffhtg Full episode:
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Segment 1 · characters 0–261 · Original segment ↗

Segment 2 · characters 263–276 · Original segment ↗

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I spoke with @stoolpresidente to discuss: - how ESPN tried to fire him from his own company - buying the company back for $1 - his days as "Davey Day Trader" during Covid - the GameStop saga - bitcoin - artificial intelligence - sharing a bank account with ex-wife - running for NYC Mayor - his new book & the crazy stories he included YouTube: https://t.co/TsTlYAycmS Spotify: https://t.co/yxrfyymcLI Apple: https://t.co/Db23paotHf TIMESTAMPS: 0:00 - Intro 0:52 - How ESPN tried to fire Dave from his own company & the $1 buyback 12:47 - How Pomp and Dave first met & the Barstool Finance deal 14:55 - Davey Day Trader, Covid, & going to war with Wall Street 18:33 - GameStop & Steve Cohen 23:30 - Barstool's content model & talent machine 29:45 - The Business Insider hit piece 34:05 - Running for mayor of New York City 37:36 - How many houses does Dave have? 39:26 - AI & the future of content 41:51 - His ex-wife & the bank account story 44:12 - Bitcoin — bad trades, losses, & where he stands now 47:32 - Crazy Barstool moments 54:35 - The new book "Cancel Me If You Can"

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Library as of 2026-10-28