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Theater Episodes

June 1, 2025

Mike Reads His New York Times Essay, Plus Best of: Lin-Manuel Miranda

At the top of this Best of WIO episode featuring Lin-Manuel Miranda, Mike reads a new piece that he wrote for The New York Times . (Recorded October 2024) In celebration of his album, Warriors, Lin-Manuel Miranda sits down wi...

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Feb. 23, 2025

161. Nathan Lane Returns: The Safest Thing You Can Do Is Take a Risk

This week, the great Nathan Lane returns to Working it Out. Nathan recounts moments from his legendary career — discussing what it was like to work with Mike Nichols, Elaine May, and Robin Williams. He shares what he likes most in a director, who he’s jealous of, and what he remembers of twenty-som…

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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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Aug. 13, 2023

105. Kate Berlant: The Comedy Special That Almost Didn’t Come Out

Mike lost his mind laughing at Kate Berlant’s new comedy special “Cinnamon in the Wind.”  So he dropped her a line and asked her to discuss it on the podcast. Mike and Kate discuss working with director Bo Burnham, the looseness of the special, and how the special almost didn’t come out. They discu…

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July 16, 2023

103. Liz Kingsman: The London Comedy Exchange Program

British comedy sensation Liz Kingsman has brought her acclaimed show ‘One Woman Show’ from London’s West End to New York City, just as Mike is preparing to bring ‘The Old Man and the Pool’ to the West End. Mike and Liz discuss parody vs. earnestness in comedy, why cotton candy is sometimes called f…

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May 28, 2023

6 Tips For Bringing Your Solo Show to Broadway (and the West End!)

Mike’s creative collaborator and director Seth Barrish returns for a special episode of Working It Out announcing the UK premiere of “The Old Man and the Pool” at the Wyndham’s Theatre in London as well as the Edinburgh Fringe Festival in August. Mike and Seth share their excitement about bringing …

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April 9, 2023

96. Alex Edelman Part 3: The Broadway Debut

Comedian Alex Edelman returns to the podcast for a victorious third visit, as his award-winning solo show Just For Us heads to Broadway. Mike and Alex defend the merits of kids jokes as well as vaudeville-style wordplay. Plus, a heated debate about the Boston accent which stems from a simple questi…

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Dec. 18, 2022

88. Seth Barrish: Mike and Seth’s 15 Year Phone Call

Mike welcomes to the podcast his longtime creative collaborator, the director and actor Seth Barrish. Seth directed all five of Mike’s solo shows but that’s just one part of his varied career. Seth discusses his early days as a pianist at The Comedy Store, working with actors like Anne Hathaway, an…

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May 1, 2022

71. Alex Edelman Returns: The 25 Word Pitch

Mike welcomes back Alex Edelman. Since his last appearance on the podcast, Alex has opened his solo show “Just For Us,” received rave reviews, appeared on The Late Show with Stephen Colbert and has been nominated for an outer critics circle award. He just announced a 3rd extension of his show at th…

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March 7, 2021

33. Nathan Lane: He Deserves Special Treatment

Mike is joined by Broadway legend Nathan Lane who just so happened to have changed Mike’s life 13 years ago. 1 month after they met Nathan was the witness for Mike’s wedding at City Hall…and then 4 months after *that* Nathan presented Mike’s off-Broadway debut Sleepwalk With Me. Nathan has hilariou…

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Jan. 24, 2021

29. Frank Oz: Frank Being Frank

Yoda. Miss Piggy. The Muppets Take Manhattan. Dirty Rotten Scoundrels. These are just a few entries in the IMDB of Frank Oz. Mike welcomes the show business legend for a candid talk about Frank’s collaborations with Jim Henson and his approach to directing. They also discuss Frank’s new film In & O…

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