Episodes

Mike lost his mind laughing at Kate Berlant’s new comedy special “Cinnamon in the Wind.”  So he dropped her a line and asked her to discuss it on the podcast. Mike and Kate discuss working with director Bo Burnham, the looseness of the special, and how the special almost didn’t come out. They discu…

Mike met Jim Gaffigan in 1997 when he cold-called Jim’s New York City landline. Jim appeared as a guest on Working It Out in 2021 and now, between touring with Jerry Seinfeld, releasing his 10th comedy special “Dark Pale,” and raising money for the Georgetown Scholars Program, Jim sits down with Mi…

British comedy sensation Liz Kingsman has brought her acclaimed show ‘One Woman Show’ from London’s West End to New York City, just as Mike is preparing to bring ‘The Old Man and the Pool’ to the West End. Mike and Liz discuss parody vs. earnestness in comedy, why cotton candy is sometimes called f…

Mike welcomes comedian, author, and podcast host Tom Papa. The two old friends get candid about a bump in their relationship and how they reconciled. They also share advice about the best ways to tell stories about real people in your life, and when profanity is and isn’t necessary. Plus, jokes and…

Elyse Myers has exploded into long form storytelling from a short form platform: TikTok. She tells funny and personal stories to millions of people on TikTok and Instagram and on her podcast “Funny Cuz it’s True” but doesn’t really tell stories on stage. That’s Mike’s focus today. He tries to convi…

Ira Glass was the first guest on Working It Out back in June 2020, and now he’s back for the 100th episode. The two friends and collaborators discuss Ira’s most famous pieces of advice for creatives, and Ira attempts to “work out” Mike’s life. Plus, a final version of Mike’s “cancer story,” which h…

Mike’s creative collaborator and director Seth Barrish returns for a special episode of Working It Out announcing the UK premiere of “The Old Man and the Pool” at the Wyndham’s Theatre in London as well as the Edinburgh Fringe Festival in August. Mike and Seth share their excitement about bringing …

When Mike became obsessed with the series “The Last of Us” on HBO he had questions. And he went straight to the source. This week Mike welcomes the writer/producer/director Craig Mazin, who co-created the" The Last of Us," starring Pedro Pascal and Bella Ramsey. Spoiler alert. If you haven’t seen "…

Ray Romano has an iconic sitcom and a celebrated stand-up career under his belt, so what drives him to keep challenging himself artistically? Mike and Ray, who often follow each other at the Comedy Cellar, ponder the complicated answer to that question. Plus, discussion of comedy craft, joke-writin…

Mike and Bert Kresicher have known each other a little bit for a long time. Now they sit down for an in-depth chat about how to develop a story for standup, why Florida is so strange, and why Bert decided to change the course of his comedy career. Plus, they discuss their shared love for legendary …

Comedian Alex Edelman returns to the podcast for a victorious third visit, as his award-winning solo show Just For Us heads to Broadway. Mike and Alex defend the merits of kids jokes as well as vaudeville-style wordplay. Plus, a heated debate about the Boston accent which stems from a simple questi…

Nick Kroll and Mike met in college and started doing improv and sketch comedy together. Since then, Nick has become a comedy superstar, from his Comedy Central series Kroll Show, to Oh, Hello, to the animated series Big Mouth and Human Resources, to roles in films like Don’t Worry Darling and the H…

Mike and Jorma Taccone are old friends and former next door neighbors. Jorma also just so happens to be an acclaimed screenwriter, director, actor, and member of the legendary comedy team “The Lonely Island” with Andy Samberg and Akiva Schaffer. The Lonely Island made the Saturday Night Live classi…

Comedian Rachel Feinstein is a comic’s comic— the type of original comic who cracks up other comics. In this episode it definitely works. Rachel breaks Mike as she tells stories about her almost-too-supportive parents to her almost-too-unsupportive firefighter husband. Plus, jokes about marrying up…

In an age when many comedians talk about being cancelled, Vir Das was actually very nearly cancelled in a real way. When his YouTube monologue "Two Indias" went viral, a criminal complaint was filed against him in his home country of India. Vir talks to Mike about that experience and how he was abl…

Many people worry about getting hit by a bus. Last year, comedian Ryan Hamilton did get hit by a bus. Ryan talks to Mike about the shocking experience, his long recovery, and Ryan’s process of talking about the accident on stage. The Idaho native and BYU alum also talks about doing stand-up in Idah…

For Mike, filmmaker Marc Forster is a rare example of making a new friend as an adult. Mike and Marc met on the new film A Man Called Otto starring Tom Hanks, in which Mike plays the antagonist. Since then, they’ve become good friends. Now Marc sits down with Mike to discuss his journey from German…

Mike and Chris Redd first met when they appeared in the movie Popstar: Never Stop Never Stopping. Since then they’ve become friends in the world of stand-up comedy. Today they break down how to express ADHD, depression, and anxiety through comedy and how Chris arrived at the material for his new HB…

Mike welcomes to the podcast his longtime creative collaborator, the director and actor Seth Barrish. Seth directed all five of Mike’s solo shows but that’s just one part of his varied career. Seth discusses his early days as a pianist at The Comedy Store, working with actors like Anne Hathaway, an…

When Atsuko Okatsuka first appeared on Working It Out in 2021, she and Mike were both still developing their new shows. Now Mike’s The Old Man and the Pool is on Broadway and Atsuko’s The Intruder is an HBO comedy special. So Atsuko returns for a third chat with Mike to discuss the development of t…

Wendy MacNaughton is an acclaimed visual artist whose work you’ve probably seen and/or love. Between illustrating the bestselling cookbook Salt Fat Acid Heat, drawing for the New York Times, and teaching “Draw Together” online art classes for kids, she somehow found the time to design the artwork f…

Iliza Shlesinger is one of the most prolific comedians on the planet, with six specials including her latest, Hot Forever, and a new comedic memoir, All Things Aside. Mike and Iliza bond over their hard-to-pronounce last names, Iliza explains why she doesn’t like being described as “brash,” and we …

Chloe Fineman’s first TV appearance was doing bird calls on Letterman. Now she plays a multitude of beloved characters on SNL and a role in Noah Baumbach’s forthcoming film White Noise. Mike and Chloe discuss how she got noticed with her celebrity impressions on Instagram and what happens when you …

Mike has seen Chris Gethard naked. So has the cast and crew of Mike’s film Don’t Think Twice. Chris shares his memories of being nude on set, as well as why he was reluctant to return to the world of improv for the movie. The two longtime friends tell stories about touring together and brainstormin…