Episode (200)
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Jenny Slate: Unafraid of Sadness
May 25, 2026(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...
213. Jack Antonoff Returns: Music’s Biggest Producer Records Mike’s Pizza Song
May 18, 2026Ahead 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 ...
212. Pete Holmes Returns: Selling Crepes at a Junkyard
May 11, 2026This 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...
211. Nish Kumar Returns: Dinosaurs Before the Meteor
May 04, 2026British 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...
210. Ramy Youssef Returns: He Lit Up The Pyramids
Apr 27, 2026In the wake of the release of his new special “Ramy Youssef: In Love,” Mike welcomes Ramy Youssef back for his third appearance on the podcast. The two discuss why Ramy cannot reveal the price of his ...
209. Jorma Taccone Returns: This Episode Sucks
Apr 20, 2026Since The Lonely Island’s Jorma Taccone was last on the podcast, he survived a nearly 20 foot fall from a ladder. Now Jorma tells the full ladder story and explains how the near death experience chang...
Nikki Glaser: The Team Captain of Comedy
Apr 13, 2026(Recorded May 2025) Nikki Glaser returns to the podcast for the first time since her acclaimed performances as the host of the Golden Globes and on the Roast of Tom Brady. Nikki breaks down her approa...
208. KevOnStage: How To Make A Comedy Show About Grief
Apr 06, 2026Lin-Manuel Miranda called Mike up a few months ago to say he wanted Mike to meet comedian and author Kevin Fredericks. This week, Mike sits down with him for the first time and the two of them break o...
207. Chris Fleming Returns: He Is Way More Popular This Time
Mar 30, 2026The last time comedian Chris Fleming was on Working it Out, the episode was titled “He Should Be Way More Popular.” In the 2 years since then Mike’s wish has come true. Chris and Mike chat about the p...
Nathan Lane: The Safest Thing You Can Do Is Take a Risk
Mar 23, 2026(Recorded February 2025) Nathan Lane sits down with Mike and recounts moments from his legendary career — discussing what it was like to work with Mike Nichols, Elaine May, and Robin Williams. He shar...