Mike Birbiglia's Working It Out

This week Mike welcomes Comedy Cellar friend and comedy star Chris Distefano. Chris’s shares important lessons in failure: how a bad set got him booked on Letterman, and the advice his wife gave him about not listening to studio executives. Mike and Chris also dissect Chris’s famous 9/11 story, and why Chris’ “worst gig” story involves an actual knife at his throat.

Mike welcomes Ben Marshall, John Higgins, and Martin Herlihy, aka Please Don’t Destroy, known for their wildly popular shorts on SNL. Mike is determined to get Martin to talk more than he did on Pete Holmes’s podcast. The group shares what they like and dislike about each other, and break down what it’s like to be both sketch writers and filmmakers on SNL. Plus, what it’s like to work with Bad Bunny in a Shrek costume and get roasted by Taylor Swift. Please Consider Donating To: https://www...

Jim Gaffigan: Dark Comedy From the Cleanest Comedian (Recorded July 2023) Mike met Jim Gaffigan in 1997 when he cold-called Jim’s New York City landline. Jim appeared as a guest on Working It Out in 2021 and now, between touring with Jerry Seinfeld, releasing his 10th comedy special “Dark Pale,” and raising money for the Georgetown Scholars Program, Jim sits down with Mike in-studio for his second Working It Out chat...

Roy Wood Jr makes a triumphant return to the podcast and he and Mike pick up right where they left off. The two old friends discuss the evolution of unconnected jokes into a more cohesive whole hour of stand-up. They discuss why Mike, Neal Brennan, and Chris Rock are all pressuring Roy to go even deeper with his new material about his dad. Mike and Roy break down the best bits from Roy’s new special Imperfect Messenger, and Roy shares two all-timer stories in the slow round...

Maddie Wiener started performing stand-up at age 16. Now, at age 25, she headlines clubs, is a fixture at the Comedy Cellar, and she was recently a special guest on Mike’s shows at The Wilbur in Boston. Now Maddie and Mike sit down for a chat about the relationship between anxiety and comedy, and Mike helps Maddie develop a story about a panic attack. Plus, the wisdom Maddie learned from Nikki Glaser, and why “Hey, can we talk?” is the scariest text you can get.

Ronny Chieng, one of the earliest and most popular Working It Out guests, makes a triumphant return. Ronny and Mike discuss the significance of Ronny’s chic onstage wardrobe, the similarities between practicing law and performing comedy, and whether or not it was Ronny who planted the Hasan Minhaj New Yorker story after all. Plus, why Ronny absolutely refuses to reveal his actual birthday. Please consider donating to APIAVote

Ray Romano: Sometimes the Setup is the Punchline (Recorded May 2023) Ray Romano has an iconic sitcom and a celebrated stand-up career under his belt, so what drives him to keep challenging himself artistically? Mike and Ray, who often follow each other at the Comedy Cellar, ponder the complicated answer to that question. Plus, discussion of comedy craft, joke-writing technique, and the two separate times Ray was held up at gunpoint.

Rosebud Baker’s first appearance on Working It Out was in 2021. Since then she’s become a writer on SNL, written for That Damn Michael Che, and become a parent. Now Rosebud returns to talk with Mike about how being a parent affects comedy, and they dispel certain attitudes about filming a comedy special while pregnant. Plus, the art of pitching ideas for different types of sketch shows, and why Rosebud’s daughter has to call her grandfather “Mr. Baker.”

John Early, recently nominated for an Emmy and a Critics Choice Award, sits down with Mike for the first time since the two of them appeared as brothers in Taylor Swift’s, “Anti-Hero” music video. The two discuss avant-garde comedy, Brittany Spears impressions, and what it means to express earnest despair in John’s new Max special, “Now More Than Ever.” Plus, the time John ran away after coming out to his best friend. Please consider donating to: https://www.nationalnursesunited.org/pac

We’ve created an episode for all of you making long car trips or taking long jogs or stretching out on your long beloved couch. It’s our best moments of 2023 episode! It includes Ray Romano’s take on marriage, a joke from Ramy Youssef’s funniest uncle, Rachel Feinstein’s pitch perfect impression of her husband, and deep confessional moments about Mike’s friendships with Tom Papa and Gary Gulman. Plus, Ira Glass’s diagnosis to not just work out Mike’s jokes but to work out Mike’s life.