Jon Rudnitsky and Mike Answer Your Questions About Failure and Jokes
This week, the very funny Jon Rudnitsky joins Mike to answer listener submitted questions. The two of them discuss how long it was before they started earning money from comedy, the complete loss of d...
22 Juni 37min
216. Wanda Sykes: Mike's Dream Guest
Wanda Sykes is one of Mike’s original dream guests for the podcast. Now, on the heels of her new Netflix special, Legacy, Wanda talks with Mike about how they both started in DC, and why Wanda left he...
15 Juni 45min
214. Robby Hoffman: It's a New Dawn
This week Mike and Robby Hoffman sit down for their first in-depth conversation like, as Robby puts it, two cats cautiously getting to know each other. Mike and Robby work out new jokes about vending ...
1 Juni 56min
Jenny Slate: Unafraid of Sadness
(Recorded October 2025) 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...
25 Maj 1h 9min
213. Jack Antonoff Returns: Music’s Biggest Producer Records Mike’s Pizza Song
Ahead of the release of his new album “Everyone For Ten Minutes,” Jack returns to Working It Out. Mike and Jack break open why Jack has never listened to Mike’s podcast, what Jack wanted to say about ...
18 Maj 59min
212. Pete Holmes Returns: Selling Crepes at a Junkyard
This week, Pete joins the pod to talk about his new special “Silly Silly Fun Boy,” work out more jokes, and of course roast Mike a lot more. The two discuss the concept of comedy justice, the benefits...
11 Maj 44min
211. Nish Kumar Returns: Dinosaurs Before the Meteor
British comedian Nish Kumar returns to the podcast to discuss the humbling nature of stand-up comedy, lessons learned from the Edinburgh Fringe Festival, and more. Nish explains the concept of his new...
4 Maj 54min
