38. Conan O'Brien: It's His Birthday, Celebra...

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 member Sarah is jealous of, and the difference between Sarah Sherman and her stage ...  Show more

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 as his Chicago improv days. Stephen talks wisdom passed down to him by David Lett ...  Show more

Comedian Mike Birbiglia feels terrified about being Conan O’Brien’s friend.

Mike sits down with Conan to talk about taking advantage of his many ailments, not being the class clown, and giving back to the community with Tip ...

Actor Mike Myers feels prehensile about being Conan O’Brien’s friend

Mike sits down with Conan to talk about treating the audience as the boss, sharing his iconic comedic filmography with his kids, and the “cinema bleak” of Canada. Later, Conan gets frantic wit ...

Comedian Mike Birbiglia feels ambitious about being Conan O’Brien’s friend.

Mike sits down with Conan once again to discuss their casual run-ins with each other, storytelling as cultural tradition, and confronting mortality in his latest special The Old Man and t ...

Producer and writer Mike Schur feels fine about being Conan O’Brien’s friend.

Mike and Conan sit down to talk about Mike’s new book How To Be Perfect: The Correct Answer to Every Moral Question, the culture of consequence, and striving to be better at apolo ...