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 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. Wolf explains his goal to create a “portrait of an artist,” which was often at odds with Reubens’s vision, their “barbed” but “fun” dynamic behind the scenes, whether the actor’s passing informed the project, and how the “radical acceptance” of the original “Pee-Wee’s Playhouse” changed his life.

For more about the rise of young Trump fans, check out Jordan Klepper's new special, "MAGA: The Next Generation," airing on May 19, right after The Daily Show on Comedy Central.