134. Pete Holmes Returns: Working It Weird

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 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 questions: Does God exist? Does Mike get residuals from tumbleweeds in Westerns? Does John Mulaney live in Los Angeles? Plus candid conversations about jealousy, cheating on tests in 9th grade, and Mike getting bullied while writing an article for the school paper about the aviation club.

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Jaksot(255)

223. Emmy Blotnick: Don’t Take That Deal

223. Emmy Blotnick: Don’t Take That Deal

Mike is joined by comedian and writer Emmy Blotnick, whose new special “What’s Her Secret?” hit YouTube this summer. Emmy, a former writer for The Late Show with Stephen Colbert, talks about getting m...

14 Syys 46min

The Working It Out Creativity Supercut

The Working It Out Creativity Supercut

This week Mike presents a selection of some of the best bits of advice about creativity from some of his favorite episodes. Featuring:Lin-Manuel MirandaJenny SlateKC ShornimaJames AcasterIra GlassEliz...

7 Syys 40min

222. Joe List: How to Survive a Comedy Panic Attack

222. Joe List: How to Survive a Comedy Panic Attack

This week Mike welcomes to the podcast comedian, and fellow Massachusetts native, Joe List. Joe talks about what it’s like to be married to and raise a chid with another working comedian, Sarah Tollem...

31 Elo 56min

Michael Che: An Amateur Therapy Session

Michael Che: An Amateur Therapy Session

(Recorded December 2025) 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 jokes and discuss the advice L...

24 Elo 1h 10min

221. Ron Funches: Say What You Want

221. Ron Funches: Say What You Want

This week Ron Funches joins Mike on the podcast for a wide-ranging conversation about finding your comedic voice vs. faking it, Ron’s recent autism diagnosis, and Ron’s stint on the reality show, “Tra...

17 Elo 47min

Chloe Troast and Mike Answer Your Questions About Improv and Sketch

Chloe Troast and Mike Answer Your Questions About Improv and Sketch

This week, the hilarious Chloe Troast joins Mike to answer listener-submitted questions. The two discuss what to do when an improv scene goes off the rails, Chloe’s relationship to comedy after SNL, a...

10 Elo 37min

220. Jo Firestone Returns: You Better Marry My 40-Year-Old Daughter

220. Jo Firestone Returns: You Better Marry My 40-Year-Old Daughter

Working It Out favorite Jo Firestone returns for a triumphant fourth appearance, this time pregnant and rocking a Phantom of the Opera Toronto production t-shirt. Jo talks with Mike about pregnancy, h...

3 Elo 56min

John Mulaney: He's Funny and Here's Why

John Mulaney: He's Funny and Here's Why

(Recorded January 2026) For the 200th episode of Working It Out, Mike sits down with one of his oldest friends and one of the podcast’s first ever guests, John Mulaney. The two discuss monkeys wearing...

27 Heinä 1h 9min

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