Season 1
Episodes • 2025

1. Lending People Money
58 minJohn sits with guests Michael Keaton, Joan Baez, Fred Armisen and personal finance columnist Jessica Roy. Musical guest Cypress Hill performs.
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2. Cruises
60 minJohn sits with guests Ben Stiller, Nick Kroll, Quinta Brunson and cruise industry expert Anne Kalosh. Musical guests Kim Gordon and Kim Deal perform.
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3. Funeral Planning
58 minJohn sits with guests Pete Davidson, Henry Winkler, Luenell and funeral director Raymundo Perez-Plasencia. Musical guest Mannequin Pussy performs.
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4. Squatters
59 minJohn sits with Wanda Sykes, John Waters, Stavros Halkias and Supreme Court lawyer Neal Katyal. Music by Daniel Hope and New Century Chamber Orchestra.
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5. Getting Fired
60 minJohn sits with Bill Hader, Johnny Knoxville, Chelsea Peretti and HR executive and employee coach Catie Maillard. Musical guest Bartees Strange.
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6. Heights
60 minJohn is live with guests David Letterman, Hannibal Buress, Leanne Morgan and Nikki Glaser. Musical performance by Randy Newman.
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7. Are Dinosaurs Put Together Correctly?
61 minJohn discusses whether dinosaurs are put together correctly with Conan O’Brien, Ayo Edebiri and Tina Fey. Music by Metz.
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8. Can Major Surgery Be Fun?
60 minJohn discusses if you should get surgery with guests Molly Shannon, Marc Maron and Ronny Chieng. Music by John Cale and Maggie Rogers.
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9. Are You Ready for Real ID?
60 minJohn 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.
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10. Why Can't I Sleep?
62 minJohn discusses sleep issues with Sarah Silverman, Patton Oswalt, Steve Guttenberg and neuroscientist Dr. Rahul Jandial. Music by Alanis Morissette.
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11. Is Uber Good?
61 minJohn asks if Uber is good with guests Sigourney Weaver, Natasha Lyonne, Amy Sedaris and transit expert Alissa Walker. Music by Yeule.
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12. What Is on the Minds of Teens?
69 minJohn 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.
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