In this special episode of Working It Out, Mike’s old friend and frequent guest Pete Holmes sits down for a... more

Hot off her new Netflix special Crushing It, Fortune Feimster sits down with Mike for a candid chat about telling... more

(Recorded March 2024) Mike sits down with the legendary comedian and writer Seth Meyers for a conversation that reveals who... more

Mike welcomes back one of most referenced guests in Working It Out history, the legendary Maria Bamford. Mike and Maria... more

Working It Out Hall of Famer Gary Gulman returns to discuss his upcoming Off-Broadway show Grandiloquent. Mike and Gary break... more

Author Elizabeth Gilbert wrote one of Mike’s favorite books about creativity, Big Magic. She also wrote a book that, to... more

In this Working It Out Q&A Mike breaks down the development of the New York City finale of his show... more

In the 90s, Michael Ian Black’s college sketch group The State got a show on MTV, spawned another iconic group,... more

Bridget Everett, star of the hit HBO series “Somebody Somewhere,” joins Mike on the podcast this week to discuss creative... more

In celebration of his new album, Warriors, Lin-Manuel Miranda sits down with Mike for a wide ranging talk about writing... more