Episodes

Sam Morril tells well-crafted jokes but sometimes they make people angry. Sam is known for dealing with provocative subject matter but he doesn’t consider himself a provocative comedian. He and Mike dissect the difference. Then, on the heels of Sam’s new hit Netflix special “Same Time Tomorrow,” th…

Mike welcomes his wife, the poet J. Hope Stein, a.k.a. Jen, a.k.a. Clo, on the release day of her new book of poems "Little Astronaut.” Mo and Clo have a deeply candid chat about poetry, creativity, and what it’s like when two artists are married to each other. The couple offer a sampling of their …

Larry Wilmore’s credits are endless. In Living Color, The Bernie Mac Show, The Office, The Daily Show, Insecure, and more. Now the legendary writer and performer sits down with Mike to share some of the wisdom he gained from working on all of those classic shows. Larry explains why writers never ar…

Sarah Sherman a.k.a. Sarah Squirm is the first and only Working It Out guest to show up wearing a t-shirt of the band Cannibal Corpse. The breakout SNL star sits down with Mike and the two comics cover everything from Kaufman-seque performance art to Sarah’s Weekend Update segments where she mercil…

This week Mike literally picks up Jimmy Fallon in his car and drives him to the studio for this joke-filled and joyful episode of Working It Out. The two friends share stories about everything from camping out with their daughters to impressions of Rodney Dangerfield to Jimmy’s early days of standu…

Mike welcomes his longtime collaborator and lifelong brother Joe Birbiglia. They discuss what it’s like to work together as family—from differentiating between work and family phone calls to Joe being mistaken for Mike at the merch table. Joe explains the differences between “Joe Bags” the characte…

Jessi Klein is an Emmy-award winning comedian, writer, actor, and author, with a resume that includes Inside Amy Schumer, Saturday Night Live, Transparent, Kroll Show, and the voice of Jessi Glaser on Big Mouth. On top of all that, WIO listeners may remember her from Mike’s film Sleepwalk With Me w…

Comedian Zarna Garg immigrated to the U.S. from India at age 16 and started performing stand-up comedy in her forties. As Zarna’s daughter Zoya explained in her New York Times-published college essay, it was not an easy path. Zarna sits down with Mike to discuss how humor has always been a strategy…

This week Ben Stiller joins Mike to talk about everything from leaving the SNL cast within weeks of joining to early nerve-racking test screenings for his film “Zoolander.” They also break apart Ben’s genre-bending hit series “Severance” on Apple TV plus. Ben aces the slow round with stories about…

This week Mike welcomes one of his all time heroes, Michael J. Fox. Not only is Michael a five time Emmy award winning actor who has starred in ‘Family Ties’ and ‘Back to The Future,’ but his foundation has raised over 1 billion dollars to help fund Parkinson’s research programs. This week Mike and…

Mike’s first-ever major movie role was in Going the Distance, starring Drew Barrymore. Now, 12 years later, Drew takes Mike through her journey from starring in E.T., to hosting SNL at age 7, to producing and starring in some of the most iconic films of the last 30 years. Drew breaks down her appro…

Mike welcomes back Alex Edelman. Since his last appearance on the podcast, Alex has opened his solo show “Just For Us,” received rave reviews, appeared on The Late Show with Stephen Colbert and has been nominated for an outer critics circle award. He just announced a 3rd extension of his show at th…

Judd Apatow returns for a record third appearance in support of his latest New York Times-bestselling book Sicker in the Head. He turns the tables and puts Mike in the hot seat for an interview tracing Mike's journey from "funniest person on campus" in college, to doorman at the DC Improv, and beyo…

When Atsuko was first on the Working It Out podcast, Mike only knew her from her viral Instagram videos and some of her stand-up. Since then, Mike and Atsuko toured together and their "pandemic friendship" became a real friendship. Now Atsuko returns, in person, to discuss what it's like to develop…

The last time Taylor Tomlinson was on "Working it Out," she had just released her first Netflix comedy special Quarter-Life Crisis. Now, Taylor returns on the heels of her latest special Look At You. Mike and Taylor discuss why Look At You is even more vulnerable than Quarter-Life Crisis, and how m…

Last summer, Mike revistied to the classic comedy album "Strategic Grill Locations" by his friend, the late great Mitch Hedberg. The listening experience was so transcendsnt that it inspired Mike to call Mitch's wife Lynn Shawcroft and ask if she would be open to coming on the podcast and discussin…

This week Mike welcomes David Cross, who is a legend in comedy and also makes cameos in Mike’s dreams. The two comics discuss the origins of Mr. Show, why Tobias from Arrested Development is so different from David himself, and how sometimes it’s hard to be an optimistic dad when the reality in fro…

When Jon Laster was last on the podcast in the summer of 2020, Mike and Jon talked race relations in America and the relationship between tragedy and comedy. Now Jon returns to discuss his thoughts on what has changed, what has stayed the same, and how his frustration led him to create an app calle…

Mo Amer started doing stand-up when he was 14, and now he's being introduced by The Rock in his latest Netflix special, Mohammed in Texas. Mike talks with Mo about that journey, growing up Palestinian in Houston and later performing in college lunchrooms. They discuss why immigrants love Nescafe, t…

What started as a poem by Sarah Millican about a bad divorce sprouted into one of the most popular comedy careers in England in the last 20 years. Mike and Sarah discuss how hitting rock bottom can lead you to the top and what happened when Sarah’s childhood bully sent her a long letter as an adult…

Hannah Einbinder received Emmy and Golden Globe nominations for her breakout performance in HBO’s “Hacks.” Today Hannah and Mike discuss what it means to be yourself in auditions, risking rejection in front of audiences, and the miracle that is crowd work. They kick around new jokes about the time …

In addition to his new hit book “The Anthropocene Reviewed,” John Green has written several novels that have debuted at #1 on the New York Times bestseller list including “The Fault in Our Stars” which was adapted into an indie blockbuster with Shailene Woodley, Ansel Elgort, and featuring Mike in …

Rosebud Baker can make anything funny. She has jokes about the tragic death of her sister, her own struggles with addiction, and why nurses seem to be a little too cocky. Mike and Rose kick around jokes about what to do when your Uber is filling up with water, how much urine is in a public pool, an…

In December Mike presents Alex’s Edelman’s solo show, "Just for Us" off-Broadway at the Cherry Lane Theatre. It's an award-winning comedy in which Alex (who is Jewish) tells the story of being accidentally invited to a gathering of white nationalists & then what happened when he…showed up. Mike & A…