145. Matteo Lane: Working Towards the Masterpiece

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 audience members (with their consent), and played both halves of a feuding couple in a way that has to be seen to be believed. Mike and Natalie discuss how Natalie’s formal training in clowning informs her creative process, and they break down the philosophical differences between birthday clowns and theater clowns. Plus, Natalie explains the times that literally wresting with audience members nearly went wrong.Please consider donating to the Elysian.Get tickets for Natalie's show WEER in London here. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 Lorne Michaels gave to Che that he’ll never forget, how Che went from designing and selling t-shirts on the street to being a stand-up comic, and what keeps him coming back to SNL. Plus, the time Che nearly did something to Colin Jost on air that he would really regret.Please consider donating to Food Bank For NYC Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 bestselling author, whose books include The Happiness Files, From Strength to Strength, and Build the Life You Want, which he co-authored with Oprah. Mike sits down with Arthur, whose speciality is the science of happiness, to explore what goes on in the brains of comedians and audiences at comedy shows. They discuss creative productivity, how Arthur prepares his lectures, and the benefits of gratitude.Please consider donating to Foundation for Excellence in Higher Education Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 in hot tubs, why Jerry Seinfeld sounds like his own name, and how cool guys in movies swallow their pills without water. Plus, the comedy advice Pete wishes he knew when he was starting out.Want more of Mike and Pete? Subscribe to Working It Out’s premium feed on Apple Podcasts to listen to their bonus episode together where they work out listener-submitted material! Please consider donating to Homeboy Industries Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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 returns to share how he moved on from the controversy, and all the ups and downs he’s experienced since then, including: literally losing his voice just weeks before sold out shows in Mumbai, writing a memoir, and making an independent film. Plus, Mike and Vir dive into the two different shows Vir is currently performing, and Vir explains why Mike’s name belongs in a Bollywood musical.Please consider donating to Yoda - Youth Organization in Defense of Animals Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

On the heels of her new special “Unspeakable Things,” Leanne Morgan joins the podcast this week to talk Southern beauty shop gossip, getting started in comedy selling jewelry door to door, and in what way Mike is “her Elvis.” Plus, the time Leanne may or may not have been picked up in an SUV by President George W. Bush.Please consider donating to Food Bank For NYC Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Todd Glass was one of the first comics Mike opened for. It’s easy to see how, since then, Todd has become one of the most beloved comic of his generation, revered by comics including Nikki Glaser, Judd Apatow, and Rory Scovel. Now Mike and Todd sit down for a discussion about how coming out changed Todd’s life and his comedy, Todd’s heart attack backstage at Largo, and Todd’s new live show featuring a band. Plus, jokes about peanut allergies and old-sounding names, and the story behind the viral video of Todd vs. a heckler.Please consider donating to Los Angeles Animal Services Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

This week poet J. Hope Stein & Mike’s wife ‘Clo’ returns to the podcast. Jen reads original poetry that Mike uses as inspiration for his bits—and the two dispute whose side of the story is being told in each. Mike and Jen discuss helpful vs. unhelpful artistic feedback, the difference between Mike in real life and Mike on the podcast, and Mike has Jen participate in The Introverted Slow Round. Plus, a phone call from Pete Homes and his wife Val!Please consider donating to Children's Hospital Los AngelesSign up for text alerts from Mike for info about live shows, pre-sale codes, and more! Text BIRBGS to 917-444-7150 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Mike met Nick Offerman years ago at the Sasquatch! Music Festival in Washington state, which is fitting because Nick is a man of nature, almost as well known for his woodworking as he is for his acting. After examining the Working It Out studio table, Nick tells Mike about what it was like to act as the straight man to Amy Poehler on Parks and Rec, and more recently prep for his dramatic turn in the film Sovereign. Nick also shares some wisdom from the wood shop care of his new instructional book Little Woodchucks.Please consider donating to Girls Garage Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Comedian Caleb Hearon just turned 30 and he’s already got an hour-long HBO special, hosts a hit podcast (So True with Caleb Hearon), and  was named one of the top social media influencers of 2025 by Rolling Stone. But it hasn’t been an easy road. Caleb talks with Mike about his battles with suicidal ideation, how improv comedy saved his life, and how he drew on the passing of his estranged father for his comedy special. Plus, Caleb and Mike discuss the value seeing stand-up live vs. on TV, and come up with a plan to go off the grid and live in a cabin in the mountains together.Please consider donating to KC Tenants Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.