Season 1

1. Lending People Money

2025-03-12 · 58m

John sits with guests Michael Keaton, Joan Baez, Fred Armisen and personal finance columnist Jessica Roy. Musical guest Cypress Hill performs.

2. Cruises

2025-03-19 · 60m

John sits with guests Ben Stiller, Nick Kroll, Quinta Brunson and cruise industry expert Anne Kalosh. Musical guests Kim Gordon and Kim Deal perform.

3. Funeral Planning

2025-03-26 · 58m

John sits with guests Pete Davidson, Henry Winkler, Luenell and funeral director Raymundo Perez-Plasencia. Musical guest Mannequin Pussy performs.

4. Squatters

2025-04-02 · 59m

John sits with Wanda Sykes, John Waters, Stavros Halkias and Supreme Court lawyer Neal Katyal. Music by Daniel Hope and New Century Chamber Orchestra.

5. Getting Fired

2025-04-09 · 60m

John sits with Bill Hader, Johnny Knoxville, Chelsea Peretti and HR executive and employee coach Catie Maillard. Musical guest Bartees Strange.

6. Heights

2025-04-16 · 60m

John is live with guests David Letterman, Hannibal Buress, Leanne Morgan and Nikki Glaser. Musical performance by Randy Newman.

7. Are Dinosaurs Put Together Correctly?

2025-04-23 · 61m

John discusses whether dinosaurs are put together correctly with Conan O’Brien, Ayo Edebiri and Tina Fey. Music by Metz.

8. Can Major Surgery Be Fun?

2025-04-30 · 60m

John discusses if you should get surgery with guests Molly Shannon, Marc Maron and Ronny Chieng. Music by John Cale and Maggie Rogers.

9. Are You Ready for Real ID?

2025-05-07 · 60m

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.

10. Why Can't I Sleep?

2025-05-14 · 62m

John discusses sleep issues with Sarah Silverman, Patton Oswalt, Steve Guttenberg and neuroscientist Dr. Rahul Jandial. Music by Alanis Morissette.

11. Is Uber Good?

2025-05-21 · 61m

John asks if Uber is good with guests Sigourney Weaver, Natasha Lyonne, Amy Sedaris and transit expert Alissa Walker. Music by Yeule.

12. What Is on the Minds of Teens?

2025-05-28 · 69m

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.