Comedian Aaron Chen may be known internationally for his role on the hit Australian TV series Fisk, but he’s been a working stand-up since the age of 15. In fact, he might be the only Working It Out guest who learned to drive commuting to and from comedy clubs with their dad. Now he’s got a hit Netflix special, Funny Garden. This week, Aaron sits down with Mike to discuss his journey from the suburbs of Sydney to opening for Ali Wong to headlining his own shows across the world. Plus, Aaron and Mike open up about the instances early in their careers when they regrettably lashed out at audiences, and how they became more adept at navigating difficult shows.

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This week, the very funny Jon Rudnitsky joins Mike to answer listener submitted questions. The two of them discuss how long it was before they started earning money from comedy, the complete loss of dignity required to make it as a stand-up, and what it is that keeps them showing up every day. Plus, how Jon caused what he believes to be one of the greatest mistakes in SNL history. 

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Wanda Sykes is one of Mike’s original dream guests for the podcast. Now, on the heels of her new Netflix special, Legacy, Wanda talks with Mike about how they both started in DC, and why Wanda left her job at the NSA to pursue a career in stand-up comedy. Wanda tells the story of how she moved from the writers' room of The Chris Rock Show to acting in sketches, how she got tricked into auditioning for Curb Your Enthusiasm, and the weird requests she gets from Curb fans. Plus, new jokes from Mike and Wanda.

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Filmmakers Phil Lord and Chris Miller’s resume is a laundry list of hits: Project Hail Mary, The Lego Movie, 21 Jump Street, Spider-Man: Into the Spider-Verse, and more. Their success with projects that didn’t initially seem like good ideas has even spawned a verb in Hollywood, “to Lord and Miller” something. Now they sit down with Mike to discuss the positive and negative ramifications of that. They also discuss the test screening process of Project Hail Mary, and working with Nicolas Cage on their new series Spider-Noir. Plus, they reveal the five films that would be on the syllabus of Lord and Miller University.

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This week Mike and Robby Hoffman sit down for their first in-depth conversation like, as Robby puts it, two cats cautiously getting to know each other. Mike and Robby work out new jokes about vending machines and AI, share advice about marriage, and Robby begs Mike’s fans to stop sending him emails. Plus, Robby tells the stories of how she got cast in Hacks, and how her outspokenness at a writers guild meeting drew the attention of John Mulaney, who went on to direct Robby’s Netflix special Wake Up.

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(Recorded October 2025) The great Jenny Slate joins Mike this week for a wide-ranging conversation about getting hypnotized after being fired from SNL, a graduation speech Jenny gave to a class of one person, and making art to feel less lonely. Plus, jokes and stories about seeing your friends naked, improv classes for the elderly, and the time Jenny’s faked case of appendicitis went too far.

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Ahead of the release of his new album “Everyone For Ten Minutes,” Jack returns to Working It Out. Mike and Jack break open why Jack has never listened to Mike’s podcast, what Jack wanted to say about marriage and loneliness on his new album, and what Bill Burr, Frank Langella, Jon Bernthal, Andy Milonakis, and the Indigo Girls have in common. Plus, Mike and Jack play guitar as they work out a new comedy song, “Remember Pizza.”

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This week, Pete joins the pod to talk about his new special “Silly Silly Fun Boy,” work out more jokes, and of course roast Mike a lot more. The two discuss the concept of comedy justice, the benefits of a YouTube special, and why there’s no music for rich people. Plus, against all odds, Pete manages to slip in a piece of shameless self-promotion so shameful he asks Mike to cut it out afterwards. 

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British comedian Nish Kumar returns to the podcast to discuss the humbling nature of stand-up comedy, lessons learned from the Edinburgh Fringe Festival, and more. Nish explains the concept of his new tour, “Angry Humour From a Really Nice Guy,” and how he finds the comedy within his pessimistic views about humanity. Plus, Mike and Nish discuss different kinds of heckling, and why Nish’s voice caused an audience member’s Apple watch to call an ambulance.

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In the wake of the release of his new special “Ramy Youssef: In Love,” Mike welcomes Ramy Youssef back for his third appearance on the podcast. The two discuss why Ramy cannot reveal the price of his wedding nor the price he would pay to hear his dog talk for a day, what it’s like to write from the blank page, and what major celebrity might have stolen Ramy’s look. Plus, Mike has a few questions for Ramy about Martin Scorsese’s email address.

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