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 Nov 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 Okt 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 Okt 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 Okt 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 Okt 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 Sep 202553min
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 Sep 202557s
