
198. Sarah Sherman Returns: If Chucky Went to Sarah Lawrence
This week, SNL’s Sarah Sherman returns on the heels of the release of her new HBO special, “Live + In the Flesh.” Sarah and Mike discuss why Sarah goes to therapy three times a week, which SNL cast me...
12 Jan 52min

Stephen Colbert: A Gift from the Comedy Gods
Best of WIO: Stephen Colbert (Recorded January 2025)This week the legendary Stephen Colbert returns to the podcast. Mike and Stephen discuss the behind-the-scenes of Stephen’s Late Night job as well a...
5 Jan 51min

Josh Johnson: Reinventing the Modern Comedy Special
Best of WIO: Josh Johsnon(Recorded March 2025) Comedian Josh Johnson is a writer and correspondent for The Daily Show and his stand-up sets have millions of views on YouTube. Josh talks with Mike abou...
29 Des 202552min

197. Natalie Palamides: Wisdom from a Modern Clown
Natalie Palamides is a writer and performer best known for her avant-garde comedy shows Laid, Nate, and WEER. She’s eaten raw eggs on stage, fondled audience members (with their consent), and played b...
22 Des 202559min

196. Michael Che: An Amateur Therapy Session
Mike started this podcast so that one day Michael Che would come on. Today is that day. In this all-timer episode, Mike and Che work out tons of jokes and discuss the advice Lorne Michaels gave to Che...
15 Des 20251h 12min

195. Arthur Brooks: The Science of Happiness and Humor
Arthur Brooks might be the only Working It Out guest who's crossed paths with Jerry Seinfeld, Oprah Winfrey, and the Dalai Lama. He’s a professor and bestselling author, whose books include The Happin...
8 Des 202545min

194. Pete Holmes Returns: Vulnerability is Everything
This week, Pete Holmes returns to the studio for one of Working It Out’s most joke-dense episodes ever. Mike and Pete work out jokes about strangers in hot tubs, why Jerry Seinfeld sounds like his own...
1 Des 20251h 3min

193. Vir Das Returns: How to Find Your Voice, Literally
The last time comedian Vir Das was on Working It Out, he and Mike discussed the intense reaction to a piece he performed called “Two Indias.” Now Vir returns to share how he moved on from the controve...
24 Nov 202554min




















