For the 200th episode of Working It Out, Mike sits down with one of his oldest friends and one of the podcast’s first ever guests, John Mulaney. The two discuss monkeys wearing space suits, old stories from the road, and how ...
For the 200th episode of Working It Out, Mike sits down with one of his oldest friends and one of the podcast’s first ever guests, John Mulaney. The two discuss monkeys wearing space suits, old stories from the road, and how ...
This week Mike sits down with comedian Jordan Jensen. A master of turning taboo topics into comedy- as seen in her Netflix special Take Me With You- Jordan explains how her fearless, no filter stage persona coexists with her ...
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,...
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 Letterman, Del Close, …
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 about cultivating a fan base...
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 both halves of a feuding c...
Mike Birbiglia is an Emmy-nominated comedian, writer, director, and actor who has performed his award-winning solo shows worldwide—from the Sydney Opera House to the West End of London to Broadway. His six solo shows Sleepwalk With Me, My Girlfriend’s Boyfriend, Thank God For Jokes, The New One, The Old Man & The Pool, and The Good Life enjoyed successful runs on and off Broadway and became hit Netflix comedy specials. The shows merge storytelling and comedy in a way that The New York Times has called “Birbiglian.” Birbiglia also wrote, directed, and starred in the films Sleepwalk with Me and Don’t Think Twice. As an actor, Birbiglia has appeared in the films Trainwreck, The Fault in Our Stars, Popstar, and A Man Called Otto, as well as TV roles in Orange Is the New Black and Billions. He hosts the podcast Mike Birbiglia's Working It Out.