Dave Portnoy, founder of Barstool Sports, shares his journey from humble beginnings in Boston to creating a media empire. He discusses the wild ride of entrepreneurship, including the evolution of sports gambling and how Barstool became a major player in that space. Dave opens up about navigating controversies, his awkward romantic encounters, and personal challenges during the pandemic. He balances humor with serious reflections on talent and the impact of public perception, all while reminiscing about the sports culture around him.

Dave Portnoy, founder of Barstool Sports, discusses the Barstool brand. The hosts compare the addictive qualities of smartphones to the allure of a slot machine. They explore the recent Barstool Sports and Penn Gaming partnership. The chapter also delves into the concept of a 'kale phone' versus a 'cocaine phone' and strategies for reducing phone usage. Lastly, they discuss a documentary about Arnold Schwarzenegger and his impressive physical characteristics.

Jack Mallers interviews Dave Portnoy, founder of Barstool Sports. They discuss the growth of Barstool Sports, including strategies used to expand online. They also talk about business deals, regulatory challenges, and unfair fines. The conversation touches on market manipulation, media coverage, and political corruption. They discuss growing a profitable business, their involvement with Bitcoin and token troubles, and the altruistic nature of Bitcoin.

Dave Portnoy, founder of Barstool Sports, discusses various topics including Taylor Swift's love life, meeting Obama's 'boyfriend,' handling controversies, buying back Barstool, Russell Brand, Deion Sanders, and Tom Brady's legacy.

Barstool Sports founder, Dave Portnoy, criticizes Democrats for hypocrisy and media manipulation surrounding Kamala Harris' rise. Elon Musk's views on Donald Trump's leadership, Mark Zuckerberg's surprising comments, and more political controversies are discussed.

In this podcast, Alex Cooper and Barstool Sports founder, Dave Portnoy, engage in a hilarious roast session. They delve into friendships, relationships, weddings, therapy, and past trauma. The conversation includes celebrity gossip, dating dynamics, divorce struggles, and childhood memories. They discuss expensive houses, divorce settlements, career aspirations, and botched Taylor Swift lyrics. The episode also covers wealth, upbringing, parental reactions, compliments, financial tips, and even debates over pet dating. The banter is entertaining and insightful throughout.

Guest Dave Portnoy, certified douche-bro of Barstool Sports, comes out the winner in a viral standoff with the Washington Post. Other topics include the desert's scent, cringeworthy Portnoy phone call, unanswerable marriage questions, discomfort of single women, and the high cost of egg freezing.

Dave Portnoy, entrepreneur, buys Barstool back for $1. MrBeast, popular YouTuber, gets sued for $100M. Barbie's marketing results and revenue. How Forbes does SEO. Interesting insights on market conditions and future outlook. Discussion on translation and transformation tools for video content.

Dave Portnoy and hosts discuss tragedies of billionaires, love vs. royalty, misinterpreted photos, celebrity heights, viral TikToks, comfortable shoes, Taylor Swift's career, and attending a concert.

Dave Portnoy, founder of Barstool Sports, dives into a range of captivating topics. He discusses the complexities of political identities and challenges around groupthink. Portnoy reflects on his journey in media, transitioning from gambling content to sports culture. The conversation tackles controversial figures and the ethics of corporate charity, alongside an exploration of concussions in combat sports. Humor abounds as he shares personal anecdotes, critiques trends in MMA, and examines the shifting landscape of social media under Elon Musk.