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.