May 13, 2025 – Matt Wolf

Jordan Klepper breaks down day one of Saudi Arabia's effort to buy Trump's affection: Arabian horses, a McDonald's food truck, some business deals, and a mid-meeting nap. Plus, Michael Kosta is so taken by the Saudis' lavish welcome he almost forgets about their oppression and orchestration of 9/11. Trump's 2024 campaign blitz through right-wing podcasters and influencers bought him a big win among young male voters, so Jordan Klepper sat down with liberal darling and Twitch streamer Hasan Piker to better understand how the Left can find a bridge into bro culture, and how easily men are sucked into the manosphere by social media algorithms. Award-winning filmmaker Matt Wolf sits down with Jordan Klepper to discuss his new two-part HBO documentary, "Pee-Wee as Himself," which tells the story of the late comedian Paul Reubens in his own words.