Author Elizabeth Gilbert wrote one of Mike’s favorite books about creativity, Big Magic. She also wrote a book that, to her surprise, become a cultural phenomenon: Eat, Pray, Love. Mike and Liz discuss the unexpected impact of Eat, Pray, Love, and what it was like for Liz to watch Julia Roberts portray her on the big screen. Liz gets candid about the ups and downs of a creative life, including the reasoning behind the cancellation of a novel she wrote that took place in Russia. Plus, some...

In this Working It Out Q&A Mike breaks down the development of the New York City finale of his show The Good Life. He explains the evolution from Please Stop The Ride to The Good Life. Plus, he answers your questions about embarrassment, fear, jealousy, and inspiration.

In the 90s, Michael Ian Black’s college sketch group The State got a show on MTV, spawned another iconic group, Stella, and led to the classic movie Wet Hot American Summer. Now Michael sits down with Mike to talk about how all 11 members of The State have remained friends through the ups and downs of show business. Michael shares his advice on how to keep a comedy group together as well as a marriage, as he and his wife just celebrated 26 years. Plus, jokes and stories about truth or dare,...

Bridget Everett, star of the hit HBO series “Somebody Somewhere,” joins Mike on the podcast this week to discuss creative risks and processing grief and loss through their work. Plus, that time Bridget and Patti LuPone performed together at Carnegie Hall. Also, Bridget describes the most outrageous audience reactions she has received in response to performing her songs like “T*****s” and “What I Gotta Do to Get That Dick.”

In celebration of his new album, Warriors, Lin-Manuel Miranda sits down with Mike for a wide ranging talk about writing musicals, riding the subway, and taking big creative risks. Lin explains why you need so many ideas to write a musical, and he shares the important lessons he learns from writing and performing in school plays as a student. Plus, Lin recalls the origins of Hamilton and some of the more chaotic performances in the show’s run. Please consider donating to RISE Theatre.

Hannah Gadsby joins Mike in the studio for the first time. The two talk Hannah’s new solo show “Woof!”, a painful celebrity encounter with Anna Kendrick, and how to keep track of multiple contradictory ideas in the creative process. Plus, a robust Working it Out session solves the mystery of if that dingo ate a baby. Please consider donating to: https://autisticadvocacy.org/

This week Mike answers listener questions. Does improv help your stand-up? What was your most nightmarish stand-up set? How do you convince yourself to keep going when it’s not going well? Plus, Mike reads a piece he wrote about his complicated but ultimately rewarding experience at the Emmys.

11-time Grammy winner, celebrated rock star, and noted Working It Out theme song composer Jack Antonoff returns to the podcast. Mike and Jack discuss Jack’s performing with Taylor Swift and collaborating with Sabrina Carpenter, why cynicism can’t exist in a live performance, and the joys of Tim Robinson’s sketch show “I Think You Should Leave.” Plus, Mike reads excerpts from his wedding speech/roast of Jack, and a musical working it out session in which a new theme for the show is born.

This week Matteo Lane joins Mike for an episode that has something for everyone. From Matteo’s hilariously scorching takes on modern pop stars to tales of secret families to insight about what Matteo did when he hit a wall in his comedy career. Plus, Mike and Matteo work out jokes about Mike meeting the Pope in Rome and Matteo gets serious about his Liza Minelli impression.

Comedian Jon Laster returns for his third appearance on Working It Out. Longtime friends from the Comedy Cellar, Mike and Jon catch up on Jon’s app Blapp, which highlights black-owned businesses, Jon’s more personal comedy material about his struggles with alcoholism, and why Jon calls his company “Thanks Mom.” Plus, Mike and Jon ponder how it is that Mike, despite working in nightclubs, has never even seen cocaine.

This week filmmaker and actor Zach Braff joins Mike to talk everything from Garden State to Ted Lasso to what it’s like to direct Morgan Freeman. Zach discusses the story of his ex once following him through Europe and Mike  and Zach discuss the possibility that a story like that could be the starting point for a one person show. Plus, the time Zach got too drunk and excused himself from a Rush concert to take New Jersey Transit home. Please consider donating to:...

Please Don't Destroy: SNL's Three Sad Virgins (Recorded February 2024) 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...

Beloved Irish comedian Aisling Bea returns to Working It Out. Mike and Aisling discuss how to find your people, Catholic school health class, and dating app fails. Plus, new jokes about what Mike’s dad was doing while his family went to church and the most obvious and best thing about pregnancy sex.

Mike welcomes fellow comedian and podcaster (Giggly Sqaud, Berner Phone) Hannah Berner to the pod. Known for her “Han on the Street” videos, Hannah discusses her journey from college tennis champ to stand-up sensation. Hannah also teaches Mike the meaning of the term “zaddy.” Plus, an athlete at heart, Hannah comes to the notebook section ready to work, bringing a bunch of new bits and stories to work out.

This week living legend and giant human Stephen Merchant joins Mike for an all-time great episode of Working It Out. Stephen and Mike talk about actionable advice for creatives starting out, the behind-the-scenes politics of co-creating “The Office" and “Extras” with Ricky Gervais, and how Stephen could turn his story about interviewing a pornstar into stand-up. Plus, the time Stephen walked through a glass door at Sarah Silverman’s Hollywood party.

Gary Gulman Returns: Work Friends or Friend Friends?(Recorded September 2023) Mike and Gary Gulman have been friends for a long time, but what kind of friends? Real friends or just work friends? Gary returns to the podcast and he and Mike evaluate the true level of their friendship. Plus they discuss vulnerability in comedy, unhappiness vs. depression, and the advice that Gary got from Larry David.

Mike welcomes the multi-talented Catherine Cohen to the podcast to discuss making doctors laugh, lessons learned from the Ashley Madison documentary, and the medical ordeal that Cat went through last summer. She and Mike break down the best ways to work out a long story in small increments and how to ease an audience to heavy subject matter. Plus, jokes and stories about 1980s parachute pants, and falling down drunk on a candle.

Mike welcomes back old friend and Working It Out hall of famer Tig Notaro. They discuss the inevitability of finding your own comedic voice, how Tig had to come out as gay to her own children, and the time her brother fell into her stepfather’s grave. All that, plus tales from Tig’s lesbian party bus with Sarah Paulson and Allison Janney. Please Consider Donating To: World Resources Institute

This week Neal Brennan returns to Working It Out in celebration of his new Netflix special, “Crazy Good.” Neal and Mike go deep on what to do when friendship isn’t reciprocated, what all comics have in common with Seinfeld, and the irrelevance of the question “Is Kevin Hart humble?” All that, plus the listener email Mike received in response to his joke about joining a cult.

Hasan Minhaj Returns: Good Boy Syndrome (Recorded August 2023) Hasan Minhaj was one of the first guests on Working It Out back in 2020 and it remains one of the most popular episodes because of Hasan’s natural inclination to work out bits. Off-air Mike and Hasan often trade notes and ideas and today it spills into the podcast. Hasan compares comedy craft to Steph Curry’s approach to basketball, explains what it’s like to interview Barack Obama, and confesses to the guilty pleasure of...

Jesse David Fox is one of the definitive voices in comedy history and analysis. He’s written for Vulture and New York Magazine and now he sits down with Mike to discuss his new book Comedy Book, which covers among other things the comedy boom of the past 20 or so years. Mike and Jesse break down what it’s like to write *about* comedy, and why Mike trusted Jesse to document his creative process in the Peacock documentary Good One, based on Jesse’s podcast. Plus, Mike holds Jesse’s feet to the...

In celebration of his new special “Terrified,” the Impractical Jokers star Sal Vulcano joins Mike for what starts as a normal interview and then turns into a podcast full of stories stranger than the last: Sal’s prank on an overbearing TV executive, how Sal ended up with *multiple* photorealistic tattoos of Jaden Smith, Sal’s never-ending eBay dispute, and how Sal put his foot in his mouth irrevocably with Rachel McAdams. All that, plus a few more stories that have Mike ending the podcast...

Comedian Janine Harouni and Mike have a lot in common. They both survived severe car accidents, they have similar relationships with their parents, and they both value the quality of being vulnerable on stage. Mike and Janine discuss the process of turning a traumatic experience into a comedic story, and how Janine’s recovery from her car accident helped her better connect with her parents and inspired her to start doing comedy. Plus, jokes and stories about what it’s like being married to...

From the studio of Pete’s podcast, You Made It Weird, Pete and Mike record an all new episode of Working It Out. Pete brings new and improved roasts of Mike while retroactively responding to Mike’s roasts of Pete from their previous episode. Plus the two comics have one of the most pure Working It Out sessions of all time as they create jokes in real time about their complex relationships with their dads. Through the jokes and the burns Mike and Pete ultimately attempt to answer life’s big...