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 open Kevin’s new solo show “Grief Sucks,” which Kevin wrote about his brother’s death. The two discuss how to make the darkest topics funny, how being a comic is mostly about failing and then doing it again anyway, and what to do when you accidentely cry on stage. Plus, some thoughts about the Oreos you eat on the way to eat Oreos.

Please consider donating to Storm DeBarge's non-profit work (CashApp: $bijan1996)

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 pros and cons of having a higher profile in comedy, including the protective steps needed to avoid legal action from Adam Driver over a bit. Mike also takes the chance to respond to the shots Chris takes at Mike in his new HBO special Live at the Palace, and Chris talks about getting glared at by Ryan Gosling. Plus, Mike and Chris work out lots of new jokes about drum circle friend groups, hotel smells, and dog DNA tests.

Please consider donating to Planned Parenthood

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

(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 shares what he likes most in a director, who he’s jealous of, and what he remembers of twenty-something year old Mike. Plus, an incredible story about working with Joaquin Phoenix on the film Beau is Afraid.

Please consider donating to Broadway Cares

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.