Podcast Episodes
Back to SearchNathan Lane: The Safest Thing You Can Do Is Take a Risk
(Recorded February 2025) Nathan Lane sits down with Mike and recounts moments from his legendary career — discussing what it was like to work with Mi…
19 hours ago
Nathan Lane: The Safest Thing You Can Do Is Take a Risk
(Recorded February 2025) Nathan Lane sits down with Mike and recounts moments from his legendary career — discussing what it was like to work with Mi…
1 day, 7 hours ago
206. Cazzie David: Spiritually a Boomer
Mike welcomes author, actor, and filmmaker Cazzie David to the podcast and right away, Mike challenges the notoriously misanthropic Cazzie to list fi…
1 week, 1 day ago
205. Taylor Tomlinson: Hope No One Filmed That
Working It Out all-timer Taylor Tomlinson returns to the podcast this week on the heels of the release of her new Netflix special, “Prodigal Daughter…
2 weeks, 1 day ago
204. Ali Siddiq: Telling His Own Story
Ali Siddiq is one of the most prolific storytellers in comedy. Although they work in a similar format, Ali and Mike’s paths have never crossed until …
3 weeks, 1 day ago
203. James Acaster: He Welcomes Hecklers
Beloved British comedian James Acaster and Mike have never met but they have a lot in common, including brushes with death early in their lives that …
1 month ago
Bob Odenkirk: The Art of Anger in Comedy
Best of WIO: Bob Odenkirk (Recorded July 2025)
Bob Odenkirk was already a comedy legend (SNL, The Ben Stiller Show, Mr. Show with Bob and David) befor…
1 month, 1 week ago
202. Connor Ratliff: How and Why To Do Improv
Connor Ratliff is a beloved cult comedy figure known for his award-winning podcast Dead Eyes and his long-running live show/YouTube series The George…
1 month, 2 weeks ago
201. Heidi Gardner: Behind Your Favorite SNL Characters
Heidi Gardner went from being a hairdresser in LA to joining the Groundlings to 8 seasons on SNL, where she created characters like “Dianne, The Mom …
1 month, 3 weeks ago
200. John Mulaney: He’s Funny and Here’s Why
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 …
1 month, 3 weeks ago