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 com

98. Ray Romano: Sometimes the Setup is the Punchline

1 May 1st, 2023 56m 14s

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

55. Sterlin Harjo: Comedy From Tragedy and Reservation Dogs

Sep 27th, 2021 1h 5m

Filmmaker Sterlin Harjo co-created the smash comedy hit Reservation Dogs for FX about four Indigenous teenagers growing up on a reservation in Oklahoma. Sterlin tells Mike about the time he accidentally taped over someone's wedding video while

35. Fred Armisen: The Secret Comedy Rules of Portlandia and SNL

Mar 22nd, 2021 48m 44s

Mike and Fred have a candid chat about the secret rules of Portlandia and the comedy writing lessons of SNL. Fred describes how they arrived at the title for “Portlandia” and Mike describes how he arrived at his brand new solo show title that h

29. Frank Oz: Frank Being Frank

1 1 Jan 25th, 2021 1h 7m

Yoda. Miss Piggy. The Muppets Take Manhattan. Dirty Rotten Scoundrels. These are just a few entries in the IMDB of Frank Oz. Mike welcomes the show business legend for a candid talk about Frank’s collaborations with Jim Henson and his approach

14. Tig Notaro: Hot Vegan Lesbian Clickbait

Aug 31st, 2020 52m 40s

Mike trades jokes with the great Tig Notaro. They discuss winning back ex-girlfriends in your favorite shirt, washing food during the pandemic, Billie Eilish's parents, and perhaps the most unlikely comedic run that involves both the Kiss and I

5. Hannah Gadsby: Solo Shows and Spectrum Gazelles with a Master of the Craft

Jun 29th, 2020 52m 2s

Mike discusses Hannah's award winning Netflix special “Nanette,” her new special “Douglas” and together they dig deep into the solo show process and how her new show may end up including a “spectrum gazelle.” Sponsored by Samuel Adams Please co

135. Janine Harouni: But She's Funny

1 18 days ago 58m 25s

Comedian Janine Harouni and Mike have a lot in common. They both survived severe car accidents, they have similar relationships with their parents, and they both value the quality of being vulnerable on stage. Mike and Janine discuss the proces

128. Alex Edelman Returns: He Did His Best

1 Apr 8th, 2024 52m 25s

On the heels of the release of his new special “Just For Us” on Max, Alex Edelman returns to the podcast for the fourth and best time yet. Mike and Alex break apart the story of the time Alex’s bank lost all his money, how a protestor recently

126. Seth Meyers: SNL, Late Night, and a Ton of New Jokes

1 Mar 25th, 2024 55m 22s

Mike sits down with the legendary comedian and writer Seth Meyers for a conversation that reveals who is secretly the funniest of the funniest at SNL behind-the-scenes and who was the most popular Strike Force Five host. Then, Mike and Seth wor

124. Chris Distefano: Crowd Work With The Mob

1 Mar 4th, 2024 1h 4m

This week Mike welcomes Comedy Cellar friend and comedy star Chris Distefano. Chris’s shares important lessons in failure: how a bad set got him booked on Letterman, and the advice his wife gave him about not listening to studio executives. Mik

120. Ronny Chieng Returns: Classic American Show Business

1 Jan 29th, 2024 55m 20s

Ronny Chieng, one of the earliest and most popular Working It Out guests, makes a triumphant return. Ronny and Mike discuss the significance of Ronny’s chic onstage wardrobe, the similarities between practicing law and performing comedy, and wh

118. John Early: A Man With Needs

1 Jan 8th, 2024 53m 3s

John Early, recently nominated for an Emmy and a Critics Choice Award, sits down with Mike for the first time since the two of them appeared as brothers in Taylor Swift’s, “Anti-Hero” music video. The two discuss avant-garde comedy, Brittany Sp

114. Jo Firestone Returns: Fact Check This Episode

1 Nov 20th, 2023 50m 17s

Jo Firestone joins Mike for her second appearance on Working it Out. In addition to just being named the head writer of the newest late night show on network TV, Jo just published a comedic murder mystery called “Murder on Sex Island” and procl

102. Tom Papa: Conflict Resolution with an Old Friend

1 Jul 3rd, 2023 58m 56s

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

82. Sam Morril: What Did You Do? My Act.

1 Oct 3rd, 2022 46m 51s

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

63. Sarah Millican: Put The Email Address In Last

1 Jan 10th, 2022 56m 39s

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 Sar

58. Jimmy Carr: Life Is Better With Laughter

1 Nov 1st, 2021 58m 11s

Legendary British comedian Jimmy Carr begins his conversation with Mike by saying, “I wrote a book in lock-down because it was that or a podcast and I figured a book would be more dignified.” This begins an hour-long chat between friends that j

6. David Sedaris: Mike Trades Funny Stories With His Comedy Hero

1 Jul 6th, 2020 50m 16s

Mike talks with his literary hero David Sedaris about clocking 90 thousand steps, dressing like a clown, and walking through Times Square after midnight in the pandemic. Please consider contributing to: Feeding America https://www.feedingameric

The History of Comedy Since Seinfeld with Jesse David Fox

4 days ago 55m 7s

Jesse David Fox is one of the definitive voices in comedy history and analysis. He’s written for Vulture and New York Magazine and now he sits down with Mike to discuss his new book Comedy Book, which covers among other things the comedy boom o

136. Sal Vulcano: A Bonafide Lunatic

11 days ago 55m 46s

In celebration of his new special “Terrified,” the Impractical Jokers star Sal Vulcano joins Mike for what starts as a normal interview and then turns into a podcast full of stories stranger than the last: Sal’s prank on an overbearing TV execu

134. Pete Holmes Returns: Working It Weird

25 days ago 1h

From the studio of Pete’s podcast, You Made It Weird, Pete and Mike record an all new episode of Working It Out. Pete brings new and improved roasts of Mike while retroactively responding to Mike’s roasts of Pete from their previous episode. Pl

133. Rachel Feinstein Returns: She’s On Fire

Jun 3rd, 2024 1h 1m

Working It Out hall-of-famer Rachel Feinstein returns to the podcast on the heels of her hit Netflix special Big Guy. Rachel explains why her firefighter husband loves being roasted in her special and why he pronounces the word “cash” like “qui

BEST OF WIO: Ramy Youssef

May 27th, 2024 1h 8m

Ramy Youssef Returns: You Already Love Him(Recorded October 2023) 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

Screenwriting Advice You’ll Actually Use with John August

May 20th, 2024 55m 40s

For this very special episode of Working It out, Mike welcomes John August, the screenwriter behind Charlie’s Angels with Drew Barrymore, Tim Burton’s Big Fish, and his breakthrough film Go, which is celebrating its 25 year anniversary. John co