On the heels of the release of his new special “Domestic Shorthair,” Todd Barry sits down with Mike this week for a conversation about his 35 years in comedy. The two talk about whether or not Todd invented crowd work, if Bill Burr was right when he said Mike was “doing” Todd when Mike was first starting out, and why Todd can never do another prom show. Plus, Todd reveals the problem he has with Mike’s cat, Mr. Moustache.

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Ramy Youssef was one of the first and most popular guests on Working It Out back in 2020, and now he’s back with updates to some of the same very material he worked out the first time around. Mike and Ramy discuss which Death Cab For Cutie songs make Ramy cry, unfriendly encounters in Jacksonville, the perils of public restroom keys, and Ramy’s not-so-secret “secret marriage.” All that and why Ramy wants Mike’s next special to be called “The Arab Dad.”

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25 years ago, Mike won Georgetown University‘s funniest person on campus contest. This week's guest Gary Simons won it three years ago. Now, Gary has been opening for Mike’s new tour and has a lot of questions: How do I get an agent? How do I go from doing 5 minutes to doing an hour? Any relationship advice for comedians in love? Plus, Pete Holmes calls in and offers his own advice.

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Comedian Greg Warren is one of Mike’s oldest friends in comedy. Greg and Mike often work out jokes on the phone but today they bring their collaborative friendship to the podcast for an hour-long discussion on setups, punchlines, and what makes a good partner to work out jokes with. All that plus Greg discusses his new special “The Salesman” directed by Nate Bargatze and Greg recalls the story of when he introduced Mike to his new wife Jenny and somehow got written out of the story.

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Mike and Gary Gulman have been friends for a long time, but what kind of friends? Real friends or just work friends? Gary returns to the podcast and he and Mike evaluate the true level of their friendship. Plus they discuss vulnerability in comedy, unhappiness vs. depression, and the advice that Gary got from Larry David.

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Comedian Nimesh Patel joins Mike this week for a joke-filled conversation about how to find your comedic voice, how to turn your saddest stories into standup, and whether or not Buddhism and comedy can peacefully co-exist. Plus, Nimesh goes deep on the infamous time he was yanked off stage at Columbia University for making what he didn’t think was a very controversial joke. 

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Hasan Minhaj was one of the first guests on Working It Out back in 2020 and it remains one of the most popular episodes because of Hasan’s natural inclination to work out bits. Off-air Mike and Hasan often trade notes and ideas and today it spills into the podcast. Hasan compares comedy craft to Steph Curry’s approach to basketball, explains what it’s like to interview Barack Obama, and confesses to the guilty pleasure of watching couples argue in public. Plus, is Hasan going to host The Daily Show?

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