209. Jorma Taccone Returns: This Episode Sucks
Since 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...
20 Apr 50min
Nikki Glaser: The Team Captain of Comedy
(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...
13 Apr 57min
208. Kevin Fredericks: How To Make A Comedy Show About Grief
Lin-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...
6 Apr 51min
207. Chris Fleming Returns: He Is Way More Popular This Time
The 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...
30 Mar 58min
Nathan Lane: The Safest Thing You Can Do Is Take a Risk
(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...
23 Mar 1h
206. Cazzie David: Spiritually a Boomer
Mike welcomes author, actor, and filmmaker Cazzie David to the podcast and right away, Mike challenges the notoriously misanthropic Cazzie to list five things she loves. It takes a while. Then, Cazzie...
16 Mar 52min
205. Taylor Tomlinson: Hope No One Filmed That
Working It Out all-timer Taylor Tomlinson returns to the podcast this week on the heels of the release of her new Netflix special, “Prodigal Daughter.” Mike and Taylor talk through what they do when t...
9 Mar 56min
204. Ali Siddiq: Telling His Own Story
Ali Siddiq is one of the most prolific storytellers in comedy. Although they work in a similar format, Ali and Mike’s paths have never crossed until now. Now they sit down to discuss the nuances of co...
2 Mar 52min
