
190. J. Hope Stein: Eavesdropping on the Eavesdropper
This 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 ...
3 Marras 202558min

189. Nick Offerman: The Man Behind the Mustache
Mike 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...
27 Loka 202557min

Caleb Hearon: Improv Saved His Life
Comedian 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...
20 Loka 20251h

187. Jenny Slate: Unafraid of Sadness
The 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 ...
13 Loka 20251h 10min

Questlove: The Art of Self-Sabotage
Best 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 band...
6 Loka 202557min

186. Sebastian Maniscalco: What Is He Even Doing Here?
This 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 ...
29 Syys 202553min

185. Julio Torres: Off-Broadway, SNL, and Why Barbie Isn’t Pink
This 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...
22 Syys 202547min

Announcing Working It Out Premium
Mike 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.
17 Syys 202557s





















