
Dave Portnoy is the founder of Barstool Sports and author of Cancel Me If You Can . In this conversation, we break down how ESPN tried to force him out of his own company and how he engineered the legendary $1 buyback, his days as "Davey Day Trader" during Covid and the GameStop saga, his history with Bitcoin and crypto, and why he's considering running for mayor of New York City. ======================== Turn every conversation into a searchable business asset with PLAUD NotePro. Visit https://Plaud.ai/pomp and use code POMP for 15% off. ======================== BitcoinIRA : Save up to 37% in capital gains taxes on your retirement investments. Take 3 minutes to open your account & get connected to a team of IRA specialists that will guide you through every step of the process. Go to lp.bitcoinira.com/after-crypto to win up to $4,000 in rewards. ======================== Arch Public is an agentic trading platform that automates the buying and selling of your preferred crypto strategies. Sign up today at https://www.archpublic.com and start your automated trading strategy for free. No catch. No hidden fees. Just smarter trading. ======================== 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 and 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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