Mike Birbiglia's Working It Out

This week Mike responds to listener questions. How many of your stories are true?  Who is your dream guest? What is your greatest piece of comedy advice? All these and more.

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.

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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.

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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. The old friends go deeper as they work out material and discuss how Jim actually *doesn’t* like hot pockets, what item of clothing comedians should never wear, and why being married to a comedian is like having a roommate who is a conspiracy theorist.

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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. Plus, Roy gets candid on exactly why he may or may not be hosting The Daily Show.

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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.

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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.

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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.

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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.”

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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.

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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.

Working It Out will be back on January 1. This week, we’re sharing an episode of The Sarah Silverman Podcast, from our friends at Lemonada Media. 

Sarah hates men’s cologne and wants you to STOP. IT.  Plus, she offers advice on setting ground rules for a threesome, reacts to a child who’s obsessed with her hooky-ass song, “Night Bra,” and recounts a special moment on stage with her sister, Laura.

To hear more of Sarah’s show, head to 

https://lemonada.lnk.to/sarahsilverman

Mike welcomes back to the podcast comedian Beth Stelling, whose Netflix special If You Didn’t Want Me Then is on seemingly everyone’s best of year lists, including Mike’s. Mike and Beth discuss touring together, Beth’s desire to be authentic on stage, and Beth’s dad feeding raccoons out of a trough. Plus, they explore the parallels between stand-up comedy and Beth’s new venture: professional field hockey.

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Jimmy Carr is one of the most successful comedians in the entire world. On the heels of playing Carnegie Hall and heading out to hundreds of concert dates across many continents, Jimmy Carr returns for another episode of Working it Out. Jimmy and Mike discuss the benefits and pitfalls of dark humor, what Jimmy discovered from several public cancellations, and why sometimes the goal is simply to get better than you were last year. Plus, what ever happened to ordering just a slice of pizza?

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Mike welcomes back three-peat guest Joe Birbiglia to celebrate the premiere of Mike’s new Netflix comedy special The Old Man and the Pool. Mike and Joe discuss the four year development of the show, share memories about the Worcester, Massachusetts YMCA pool, and share the funniest jokes that didn’t make it into the special. *Should* they have made it into the special? Joe thinks so. You be the judge. Plus, Mike answers listeners’ questions about the special.

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Mike’s new special, “The Old Man & The Pool” is finally on Netflix and he brings on an all-timer to celebrate. Pete Holmes returns for a third Working it Out, and he and Mike roast each other as hard as only old friends can. Mike and Pete discuss Pete’s new Netflix special “I Am Not For Everyone,” the problem with Micheal Jackson’s nickname “Wacko Jacko,” and what secrets Pete has in store for his next hour of comedy. Plus, Pete literally won’t stop doing impressions: Bill Burr, Jerry Seinfeld, John Mulaney, and of course, Mike.

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Jo Firestone joins Mike for her second appearance on Working it Out. In addition to just being named the head writer of the newest late night show on network TV, Jo just published a comedic murder mystery called “Murder on Sex Island” and proclaims she is *nothing* like the book’s protagonist even though the similarities are striking. Jo also explains why there’s so much dust in her purse, and posits that the scariest part of haunted houses aren’t actually the jump scares, but rather the promise of nudity.

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On the heels of the release of his new special “Domestic Shorthair,” Todd Barry sits down with Mike this week for a conversation about his 35 years in comedy. The two talk about whether or not Todd invented crowd work, if Bill Burr was right when he said Mike was “doing” Todd when Mike was first starting out, and why Todd can never do another prom show. Plus, Todd reveals the problem he has with Mike’s cat, Mr. Moustache.

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Ramy Youssef was one of the first and most popular guests on Working It Out back in 2020, and now he’s back with updates to some of the same very material he worked out the first time around. Mike and Ramy discuss which Death Cab For Cutie songs make Ramy cry, unfriendly encounters in Jacksonville, the perils of public restroom keys, and Ramy’s not-so-secret “secret marriage.” All that and why Ramy wants Mike’s next special to be called “The Arab Dad.”

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25 years ago, Mike won Georgetown University‘s funniest person on campus contest. This week's guest Gary Simons won it three years ago. Now, Gary has been opening for Mike’s new tour and has a lot of questions: How do I get an agent? How do I go from doing 5 minutes to doing an hour? Any relationship advice for comedians in love? Plus, Pete Holmes calls in and offers his own advice.

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