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167. Jessica Kirson: She's the Man

After decades of being a beloved comedian’s comedian Jessica Kirson has broken out in the last few years with viral crowd work videos and a brilliant…

11 months ago

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166. Questlove: The Art of Self-Sabotage
166. Questlove: The Art of Self-Sabotage

This week the legendary Ahmir Thompson (aka Questlove) sits down for his first appearance on Working It Out. Mike and Questlove discuss touring with …

11 months, 1 week ago

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165: Rachel Feinstein Returns: Everything She Says Could Be a Bit

Rachel Feinstein recently appeared as a surprise guest on one of Mike’s shows at the Beacon Theatre, where Mike observed after the show that everythi…

11 months, 2 weeks ago

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164. Andrew Schulz: Give Him 10 Seconds

This week Andrew Schulz comes on the podcast and Mike and Andrew break apart why the two of them are unlikely work friends. They discuss Andrew havin…

11 months, 3 weeks ago

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163. Josh Johnson: Reinventing the Modern Comedy Special

Comedian Josh Johnson is a writer and correspondent for The Daily Show and his stand-up sets have millions of views on YouTube. Josh talks with Mike …

1 year ago

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BEST OF WIO: Mike Reads a New Piece of Writing, Plus Elizabeth Gilbert Re-Air

At the top of this Best of WIO episode featuring Elizabeth Gilbert, Mike reads a new piece that he wrote for Elizabeth's Letters From Love Substack.

(…

1 year ago

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Q&A: Mike Answers Voicemails About Comedy Advice and Crying Babies at Shows

For this all-new Working It Out Q&A, Mike fields listener questions about people fainting at his shows, how to write comedy about topics that are pai…

1 year ago

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162. Pete Holmes Returns: Comedy That’s Clean, Dirty, or PG-13

Pete Holmes returns to help Mike punch up some last minute jokes before the premiere of Mike’s show The Good Life at the Beacon Theatre in New York. …

1 year ago

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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 w…

1 year, 1 month ago

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BEST OF WIO: Tig Notaro

Tig Notaro: Clown Cars and Lesbian Party Buses

(Recorded July 2024) Mike welcomes back old friend and Working It Out hall of famer Tig Notaro. They di…

1 year, 1 month ago

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