S1E1 - Lending People Money
John sits with guests Michael Keaton, Joan Baez, Fred Armisen and personal finance columnist Jessica Roy. Musical guest Cypress Hill performs.
March 12, 2025, midnight
S1E2 - Cruises
John sits with guests Ben Stiller, Nick Kroll, Quinta Brunson and cruise industry expert Anne Kalosh. Musical guests Kim Gordon and Kim Deal perform.
March 19, 2025, midnight
S1E3 - Funeral Planning
John sits with guests Pete Davidson, Henry Winkler, Luenell and funeral director Raymundo Perez-Plasencia. Musical guest Mannequin Pussy performs.
March 26, 2025, midnight
S1E4 - Squatters
John sits with Wanda Sykes, John Waters, Stavros Halkias and Supreme Court lawyer Neal Katyal. Music by Daniel Hope and New Century Chamber Orchestra.
April 2, 2025, midnight
S1E5 - Getting Fired
John sits with Bill Hader, Johnny Knoxville, Chelsea Peretti and HR executive and employee coach Catie Maillard. Musical guest Bartees Strange.
April 9, 2025, midnight
S1E6 - Heights
John is live with guests David Letterman, Hannibal Buress, Leanne Morgan and Nikki Glaser. Musical performance by Randy Newman.
April 16, 2025, midnight
S1E7 - Are Dinosaurs Put Together Correctly?
John discusses whether dinosaurs are put together correctly with Conan O’Brien, Ayo Edebiri and Tina Fey. Music by Metz.
April 23, 2025, midnight
S1E8 - Can Major Surgery Be Fun?
John discusses if you should get surgery with guests Molly Shannon, Marc Maron and Ronny Chieng. Music by John Cale and Maggie Rogers.
April 30, 2025, midnight
S1E9 - Are You Ready for Real ID?
John asks if you're ready for Real ID with Robby Hoffman, Ramy Youssef, Andy Samberg and expert Aixa Diaz. Music by Destroyer and Jessica Pratt.
May 7, 2025, midnight
S1E10 - Why Can't I Sleep?
John discusses sleep issues with Sarah Silverman, Patton Oswalt, Steve Guttenberg and neuroscientist Dr. Rahul Jandial. Music by Alanis Morissette.
May 14, 2025, midnight
S1E11 - Is Uber Good?
John asks if Uber is good with guests Sigourney Weaver, Natasha Lyonne, Amy Sedaris and transit expert Alissa Walker. Music by Yeule.
May 21, 2025, midnight
S1E12 - What Is on the Minds of Teens?
John fights three 14-year-olds and asks what's on the minds of teens with Sean Penn, Joe Mande and more. Music by Sleater-Kinney with Fred Armisen.
May 28, 2025, midnight