<p>Dave Portnoy is the founder of Barstool Sports and author of <a href="https://www.amazon.com/Cancel-Me-If-You-Can/dp/1668222027" target="_blank" rel="ugc noopener noreferrer"><em>Cancel Me If You Can</em></a>. 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 &quot;Davey Day Trader&quot; during Covid and the GameStop saga, his history with Bitcoin and crypto, and why he&#39;s considering running for mayor of New York City.</p><p>========================</p><p>Turn every conversation into a searchable business asset with PLAUD NotePro. Visit <a href="https://Plaud.ai/pomp" target="_blank" rel="ugc noopener noreferrer">https://Plaud.ai/pomp</a> and use code POMP for 15% off.</p><p>========================</p><p><a href="http://lp.bitcoinira.com/after-crypto" target="_blank" rel="ugc noopener noreferrer">BitcoinIRA</a>: Save up to 37% in capital gains taxes on your retirement investments. Take 3 minutes to open your account &amp; get connected to a team of IRA specialists that will guide you through every step of the process. Go to <a href="http://lp.bitcoinira.com/after-crypto" target="_blank" rel="ugc noopener noreferrer">lp.bitcoinira.com/after-crypto</a> to win up to $4,000 in rewards.</p><p>========================</p><p>Arch Public is an agentic trading platform that automates the buying and selling of your preferred crypto strategies. Sign up today at <a href="https://www.archpublic.com" target="_blank" rel="ugc noopener noreferrer">https://www.archpublic.com</a> and start your automated trading strategy for free. No catch. No hidden fees. Just smarter trading.</p><p>========================</p><ul><li>0:00 - Intro</li><li>0:52 - How ESPN tried to fire Dave from his own company &amp; the $1 buyback</li><li>12:47 - How Pomp and Dave first met &amp; the Barstool Finance deal</li><li>14:55 - Davey Day Trader, Covid, &amp; going to war with Wall Street</li><li>18:33 - GameStop &amp; Steve Cohen</li><li>23:30 - Barstool&#39;s content model &amp; talent machine</li><li>29:45 - The Business Insider hit piece</li><li>34:05 - Running for mayor of New York City</li><li>37:36 - How many houses does Dave have?</li><li>39:26 - AI and the future of content</li><li>41:51 - His ex-wife &amp; the bank account story</li><li>44:12 - Bitcoin — bad trades, losses, &amp; where he stands now</li><li>47:32 - Crazy Barstool moments</li><li>54:35 - The new book &quot;Cancel Me If You Can&quot;</li></ul>