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 - Intro0:52 - How ESPN tried to fire Dave from his own company & the $1 buyback12:47 - How Pomp and Dave first met & the Barstool Finance deal14:55 - Davey Day Trader, Covid, & going to war with Wall Street18:33 - GameStop & Steve Cohen23:30 - Barstool's content model & talent machine29:45 - The Business Insider hit piece34:05 - Running for mayor of New York City37:36 - How many houses does Dave have?39:26 - AI and the future of content41:51 - His ex-wife & the bank account story44:12 - Bitcoin — bad trades, losses, & where he stands now47:32 - Crazy Barstool moments54:35 - The new book "Cancel Me If You Can"

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“What did the council decide on item 42?” — answered with the speaker and the moment.