Should I Lend People Money?
Episode: 1x01 | Airdate: Mar 12, 2025 (57 min)
John sits with guests Michael Keaton, Joan Baez, Fred Armisen and personal finance columnist Jessica Roy. Musical guest Cypress Hill performs.
Season 1
Are Cruises Worth It?
Episode: 1x02 | Airdate: Mar 19, 2025 (59 min)
John sits with guests Ben Stiller, Nick Kroll, Quinta Brunson and cruise industry expert Anne Kalosh. Musical guests Kim Gordon and Kim Deal perform.
What Kind of Funeral Should I Have?
Episode: 1x03 | Airdate: Mar 26, 2025 (57 min)
John sits with guests Pete Davidson, Henry Winkler, Luenell and funeral director Raymundo Perez-Plascencia. Musical guest Mannequin Pussy performs.
What Do You Do About Squatters?
Episode: 1x04 | Airdate: Apr 2, 2025 (58 min)
John sits with Wanda Sykes, John Waters, Stavros Halkias and Supreme Court lawyer Neal Katyal. Music by Daniel Hope and New Century Chamber Orchestra.
What's the Best Way to Fire Someone?
Episode: 1x05 | Airdate: Apr 9, 2025 (59 min)
John sits with Bill Hader, Johnny Knoxville, Chelsea Peretti and HR executive and employee coach Catie Maillard. Musical guest Bartees Strange.
How Tall Are You?
Episode: 1x06 | Airdate: Apr 16, 2025 (59 min)
John is live with guests David Letterman, Hannibal Buress, Leanne Morgan and Nikki Glaser. Musical performance by Randy Newman.
Are Dinosaurs Put Together Correctly?
Episode: 1x07 | Airdate: Apr 23, 2025 (60 min)
John discusses whether dinosaurs are put together correctly with Conan O'Brien, Ayo Edebiri and Tina Fey. Music by Metz.
Can Major Surgery Be Fun?
Episode: 1x08 | Airdate: Apr 30, 2025 (59 min)
John discusses if you should get surgery with guests Molly Shannon, Marc Maron and Ronny Chieng. Music by John Cale and Maggie Rogers.
Are You Ready For Real ID?
Episode: 1x09 | Airdate: May 7, 2025 (59 min)
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.
Why Can't I Sleep?
Episode: 1x10 | Airdate: May 14, 2025 (61 min)
John discusses sleep issues with Sarah Silverman, Patton Oswalt, Steve Guttenberg and neuroscientist Dr. Rahul Jandial. Music by Alanis Morissette.
Is Uber Good?
Episode: 1x11 | Airdate: May 21, 2025 (60 min)
John asks if Uber is good with guests Sigourney Weaver, Natasha Lyonne, Amy Sedaris and transit expert Alissa Walker. Music by Yeule.
What is On The Minds of Teens?
Episode: 1x12 | Airdate: May 28, 2025 (68 min)
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.