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 influenced their comedy. James and Mike discuss Jam...
23 Feb 49min
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) before he took a left turn into dramatic acting with Bre...
16 Feb 52min
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 Lucas Talk Show. He also played an improv student ...
9 Feb 56min
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 Who's Only Read About New York on Facebook” and “A ...
3 Feb 54min
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 two discuss monkeys wearing space suits, old storie...
26 Jan 1h 12min
199. Jordan Jensen: You Can’t Say That (But Actually You Can)
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 p...
19 Jan 53min
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
