Episode (200)
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191. Todd Glass: The Ultimate Comic's Comic
Nov 10, 2025Todd Glass was one of the first comics Mike opened for. It’s easy to see how, since then, Todd has become one of the most beloved comic of his generation, revered by comics including Nikki Glaser, Jud...
190. J. Hope Stein: Eavesdropping on the Eavesdropper
Nov 03, 2025This week poet J. Hope Stein & Mike’s wife ‘Clo’ returns to the podcast. Jen reads original poetry that Mike uses as inspiration for his bits—and the two dispute whose side of the story is being told ...
189. Nick Offerman: The Man Behind the Mustache
Oct 27, 2025Mike met Nick Offerman years ago at the Sasquatch! Music Festival in Washington state, which is fitting because Nick is a man of nature, almost as well known for his woodworking as he is for his actin...
Caleb Hearon: Improv Saved His Life
Oct 20, 2025Comedian Caleb Hearon just turned 30 and he’s already got an hour-long HBO special, hosts a hit podcast (So True with Caleb Hearon), and was named one of the top social media influencers of 2025 by R...
187. Jenny Slate: Unafraid of Sadness
Oct 13, 2025The great Jenny Slate joins Mike this week for a wide-ranging conversation about getting hypnotized after being fired from SNL, a graduation speech Jenny gave to a class of one person, and making art ...
Questlove: The Art of Self-Sabotage
Oct 06, 2025Best of WIO: Questlove (Recorded April 2025) The legendary Ahmir Thompson (aka Questlove) sits down for his first appearance on Working It Out. Mike and Questlove discuss touring with his father’s ba...
186. Sebastian Maniscalco: What Is He Even Doing Here?
Sep 29, 2025This week the one and only Sebastian Maniscalco sits down with Mike for a wide ranging conversation on their parenting strengths and weaknesses, the difference in what makes them cry, and Sebastian’s ...
185. Julio Torres: Off-Broadway, SNL, and Why Barbie Isn’t Pink
Sep 22, 2025This week Mike sits down with Julio Torres to talk comedy writing and color theories. Based on ideas posited in Julio’s new Off-Broadway solo show, Color Theories, the two of them get to the bottom of...
Announcing Working It Out Premium
Sep 17, 2025Mike announces Working It Out Premium Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
184. KC Shornima: Get Comfortable With This Darkness
Sep 15, 2025Comedian and SNL writer KC Shornima might be the only Working It Out guest who has climbed Mount Kilimanjaro. KC and Mike get to the bottom of why she thrives in stressful situations like mountain cli...