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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 applying to the Sundance Film Lab. He also discusses Native representation in film & how his new series ma…
 
The last time Phoebe Robinson and Mike hung out, they were waiting to be picked up by an Uber on the side of a highway after their tour bus broke down. In this episode, they discuss Phoebe’s third book, "Please Don't Sit on My Bed in Your Outside Clothes,” the eternal question "to prenup or not to prenup," and why Mike was qualified to be a token w…
 
Mike welcomes the great Natasha Lyonne, co-creator and star of the hit Netflix series Russian Doll. Natasha opens up about her own process as well as the best advice she’s received. Natasha holds Mike’s feet the fire about his new material—so he scraps his prepared jokes for some personal stories he wasn’t planning to tell. This episode is like pla…
 
Mike welcomes back one of our most beloved guests, Pete Holmes, to celebrate the paperback release of The New One. Pete has a lot to say about hardcovers, hardbodies, and how his father asks him questions just he so can answer them himself. Mike calls this "an expert's edition" of Working It Out because the slow round and the new material all swirl…
 
Randall Park has brought his one of a kind comedic approach to Trainwreck, Fresh Off the Boat, Veep, and the Marvel Universe. Randall reveals how he and Ali Wong scored the Keanu Reeves cameo for their film "Always Be My Maybe." Mike shares a dark version of the children’s joke “Why was 6 afraid of 7?” and Randall explains why collecting turtle fig…
 
Mike met Jim Gaffigan in 1997 when he cold-called Jim’s landline. They went out for, of course, pizza and Jim gave him advice that Mike has not only used but also shares with others. The two comics discuss the insanity of charging large pizza prices for mediums size gourmet pies, deciding not to curse on stage, and what happens when a non-political…
 
Prolific, raw, and hilarious comic Nikki Glaser shares childhood memories of her mom in the Slow Round that she’s not yet willing to tell on stage but is willing to say on a podcast. Nikki and Mike both admit that their level of honesty with even their own diaries doesn’t hit 100%. Nikki declares herself the Taylor Swift of comedy and Mike declares…
 
For the 50th episode Mike welcomes Kate Micucci, another member of the “Don’t Think Twice” cast. Kate is one half of the folk comedy duo Garfunkel & Oates and her creative talents stretch from music to acting to visual art. Kate shares some of her latest cartoons-in-progress and the two friends go deep on postpartum depression and its lesser known …
 
In 2015 Mike filmed “Don’t Think Twice” where Keegan-Michael Key played a guy who got cast on a fictional version of SNL. This year Keegan hosted the *actual* SNL in a delightful case of life imitating art imitating life. Today Keegan and Mike nerd out about live sketches vs. filmed Key and Peele sketches, the wisdom of Robert Deniro, and how Keega…
 
Judd Apatow recently saw Mike's entire new show in progress, and he's got a lot of feedback. As they break apart Judd's notes, they veer into topics like dark joy vs. light joy, why we exercise, and how many days per week it's appropriate to eat ice cream. Plus, Mike details a serious argument he had with his daughter Oona about dinosaurs. This epi…
 
Today we re-air one of our all time favorites: Mike’s conversation with comedy prodigy Taylor Tomlinson, a wildly prolific joke writer and star of her own Netflix special “Quarter-life Crisis.” Mike and Taylor are both announcing their live tours. Mike just announced a show in Milwaukee as well as a 3rd show in Denver along with shows in Bellmore, …
 
You can hear the excitement in Mike's voice as he welcomes legendary author Malcolm Gladwell, host of Revisionist History & author of Outliers as well as his latest The Bomber Mafia. Malcolm brings Gladwellian theory to why the re-telling of jokes is never as funny. They riff on evil golf courses, evil search engines, & where that YMCA pool smell m…
 
Mike is joined this week by Academy Award-winning actor Brie Larson whose films range from Captain Marvel to Room as well as Trainwreck, where her character Kim is married to Mike’s character Tom. Mike bounces jokes off of Brie about people on the internet being angry and vocal about Mike and Brie’s characters being a married couple. The result is …
 
Before they became comedians, Mike and Neal both got their start working the door at different comedy clubs. Now, they sit down for a discussion of what it was like for Neal to co-create Chapelle’s Show, and the best advice that Neal received from Chris Rock on his hit Netflix special, “3 Mics.” Plus, new material about protesting yourself, macaron…
 
Mike and Roy teamed up to raise money for comedy club waitstaffs with “Tip Your Waitstaff.” Now they work on jokes about gin vomit, stealing fancy jeans, and why being a Daily Show correspondent could put you in more hot water than having a criminal record. The episode touches on regret, redemption, and lands in an unexpected place when Mike asks R…
 
Mike is a huge admirer of Sarah Silverman and in this episode Sarah brings jokes, stories, and answers to tough questions like, “Why do so many of our comedian friends die young?” Along the way they discuss “coke lyrics,” Sarah’s priceless memory of Joan Rivers, and a story from when Sarah was a kid that is so insane that you actually have to hear …
 
This episode has it all. Bill’s time at SNL. Bill’s time at South Park. Bill’s work at Pixar. Bill’s impression of Mike and Mike’s impression of Bill. Bill’s collaboration with Mulaney and Bill’s discussion of craft in co-creating and writing and acting on the Emmy award-winning HBO hit “Barry.” It’s got jokes. It’s got stories. It even has a momen…
 
This week Mike welcomes Quinta Brunson, the comedian, actor, and writer who blew up from her “He Got Money” memes and viral videos. She has since pivoted into mainstream success as one of the stars of HBO’s “Black Lady Sketch Show” along with roles in “Big Mouth” and as the author of her new book “She Memes Well.” The two discuss the loss of their …
 
Since this episode first aired Keith & Kenny released the film "Judas and the Black Messiah" which earned them an Oscar Nomination for Best Original Screenplay. This episode alternates between utterly serious & supremely silly. They discuss their moving essay "Our Brother Kaizen" as well as jokes about writing a will and meeting Will Smith. They al…
 
Today Mike welcomes Jack Antonoff, who is a Grammy award-winning musician and frontman for Bleachers (new single Stop Making This Hurt out today!) He has collaborated with Taylor Swift & Bruce Springsteen and today he collaborates with Mike on jokes about death & mortality as the 2 old friends dive deep into the afterlife crisis, what defines "a he…
 
The last time Mike and Aisling Bea spoke, Aisling was frantically making pizza from scratch for one of Mike's Worldwide Comedy Pizza Party virtual shows. Now that the dough has settled, they dig in for a conversation about introverts vs. extroverts, why it's tough to follow an Irish comedian in Ireland, and Mike's wife's misunderstanding about the …
 
This week Mike is joined by British comic Nish Kumar and they discuss Brexit, the craft behind building a one person show, and the time Nish was told by a heckler to “go home” when he was pretty close to his home. Nish divulges his lifelong goal to not be Batman or even Robin, but rather the other guy. The sidekick of the sidekick. Find out why Nis…
 
Bowen Yang joins Mike this week for an episode that is as hilarious as it is honest. Listen as Bowen and Mike discuss everything from gay conversion therapy and googling yourself to high school theatre fails and psychedelic shrooms. Bowen and Mike work out standup bits and potential sketches you may be seeing on SNL soon. Plus, Mike announces his “…
 
Mike welcomes his comedy idol and former boss Conan O’Brien whose hit podcast “Conan O’Brien Needs a Friend” prompted Mike to demand that they actually be friends and that Conan come on Mike’s podcast. What results is a magical discussion of Conan’s early political aspirations, why the class clown never becomes a professional clown, and the contagi…
 
In anticipation of this week’s “Worldwide Comedy Pizza Party” Mike welcomes one of the most uniquely funny people alive and the two comics go deep on deep dish. Jo explains her controversial take on eating pizza crust first and builds on Mike’s already over the top “onomatopizza” pun. Along the way Jo tells the story of the time she put on a comedy…
 
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