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Episodes

Dec. 15, 2024

154. Fortune Feimster: Don't Borrow Trouble

Hot off her new Netflix special Crushing It, Fortune Feimster sits down with Mike for a candid chat about telling personal stories on stage, dealing with audience complaints, and Fortune’s coming out journey. Fortune also explains her dynamic with her Handsome podcast co-hosts Tig Notaro and Mae Ma…

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Dec. 1, 2024

153. Maria Bamford Returns: Marketable Mania

Mike welcomes back one of most referenced guests in Working It Out history, the legendary Maria Bamford. Mike and Maria discuss the importance of true confession in stand-up comedy, the financials of being a comedian, and why Maria works out new material one on one with strangers on coffee shops. …

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Nov. 24, 2024

152. Gary Gulman Returns: Mommy, Look!

Working It Out Hall of Famer Gary Gulman returns to discuss his upcoming Off-Broadway show Grandiloquent. Mike and Gary break down, first of all, what “grandiloquent” means, and how the new show that looks back on Gary’s early life and looks ahead at the prospect of Gary becoming a father. Mike and…

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Nov. 17, 2024

151. Elizabeth Gilbert: Eat, Pray, Jokes

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 por…

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Nov. 10, 2024

WIO Q&A: 4th NYC Show Added and Mike Answers All of Your Questions Ab…

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.

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Nov. 3, 2024

150. Michael Ian Black: How to Do Comedy with Your 10 Best Friends

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…

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Oct. 27, 2024

149. Bridget Everett: The Star of HBO’s Somebody Somewhere on Risking…

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…

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Oct. 20, 2024

148. Lin-Manuel Miranda: Everything is Basically the School Play

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 …

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Oct. 13, 2024

147. Hannah Gadsby Returns: Shake the Tree

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 tha…

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Oct. 6, 2024

Mike Answers Your Questions About Creativity and Discusses The Emmys

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.

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Sept. 29, 2024

146. Jack Antonoff Returns: Working Out the New Theme Song

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 Rob…

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Sept. 22, 2024

145. Matteo Lane: Working Towards the Masterpiece

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 meetin…

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Sept. 15, 2024

144. Jon Laster Returns: The Throughline Is Habits

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 …

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Sept. 8, 2024

143. Zach Braff: Making A Movie is Like Throwing A Wedding

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 start…

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Aug. 25, 2024

142. Aisling Bea Returns: We Like You Here

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.

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Aug. 18, 2024

141. Hannah Berner: Zaddy Issues

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 he…

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Aug. 11, 2024

140. Stephen Merchant: 6 Foot 7 and Co-Created The Office

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 …

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July 28, 2024

139. Catherine Cohen: How to Make Your Doctor Laugh

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 …

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July 21, 2024

138. Tig Notaro Returns: Clown Cars and Lesbian Party Buses

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 b…

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July 14, 2024

137. Neal Brennan Returns: How to Be 3% Funnier

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 …

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June 30, 2024

The History of Comedy Since Seinfeld with Jesse David Fox

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 wh…

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June 23, 2024

136. Sal Vulcano: A Bonafide Lunatic

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 t…

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June 16, 2024

135. Janine Harouni: But She's Funny

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 stor…

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June 9, 2024

134. Pete Holmes Returns: Working It Weird

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 …

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