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199. Jordan Jensen: You Can’t Say That (But Actually You Can)

This week Mike sits down with comedian Jordan Jensen. A master of turning taboo topics into comedy- as seen in her Netflix special Take Me With You- …

2 months ago

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198. Sarah Sherman Returns: If Chucky Went to Sarah Lawrence

This week, SNL’s Sarah Sherman returns on the heels of the release of her new HBO special, “Live + In the Flesh.” Sarah and Mike discuss why Sarah go…

2 months, 1 week ago

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Stephen Colbert: A Gift from the Comedy Gods

Best of WIO: Stephen Colbert (Recorded January 2025)

This week the legendary Stephen Colbert returns to the podcast. Mike and Stephen discuss the behi…

2 months, 2 weeks ago

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Josh Johnson: Reinventing the Modern Comedy Special

Best of WIO: Josh Johsnon

(Recorded March 2025) Comedian Josh Johnson is a writer and correspondent for The Daily Show and his stand-up sets have mill…

2 months, 3 weeks ago

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197. Natalie Palamides: Wisdom from a Modern Clown

Natalie Palamides is a writer and performer best known for her avant-garde comedy shows Laid, Nate, and WEER. She’s eaten raw eggs on stage, fondled …

3 months ago

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196. Michael Che: An Amateur Therapy Session

Mike started this podcast so that one day Michael Che would come on. Today is that day. In this all-timer episode, Mike and Che work out tons of joke…

3 months, 1 week ago

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195. Arthur Brooks: The Science of Happiness and Humor

Arthur Brooks might be the only Working It Out guest who's crossed paths with Jerry Seinfeld, Oprah Winfrey, and the Dalai Lama. He’s a professor and…

3 months, 2 weeks ago

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194. Pete Holmes Returns: Vulnerability is Everything

This week, Pete Holmes returns to the studio for one of Working It Out’s most joke-dense episodes ever. Mike and Pete work out jokes about strangers …

3 months, 3 weeks ago

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193. Vir Das Returns: How to Find Your Voice, Literally

The last time comedian Vir Das was on Working It Out, he and Mike discussed the intense reaction to a piece he performed called “Two Indias.” Now Vir…

4 months ago

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192. Leanne Morgan: In The Presence of a Comedy Angel

On the heels of her new special “Unspeakable Things,” Leanne Morgan joins the podcast this week to talk Southern beauty shop gossip, getting started …

4 months, 1 week ago

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