show episodes
 
It's a book club, but funny! Comedian Michael Ian Black is tackling a great work of literature: Wuthering Heights. Join Michael's weekly book club as he reads aloud from a classic and asks people like Jen Kirkman, Mike Birbiglia, Michael Showalter, and even his teenage kids to weigh in with their perspectives. Season 1: Thomas Hardy's Jude the Obscure. The book is bleak, but Michael does a lot of accent work. Season 2: Mary Shelley's Frankenstein. It's alive, and it's just a big buddy. Also, ...
 
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(Recorded October 2021) 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 jumps from jokes to roasts to a genuine and vulnerable discussion of how laughter h…
 
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 live “Jokes and Poems” show, discuss why Jen kept h…
 
(Recorded January 2022) 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, the lengths to which Mo will…
 
Tis the beating of two hearts at stake in today's episode. Catherine's wastrel heart still manages to pump out invective, while Heathcliff's hardened heart softens when confronted with his beloved. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.…
 
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 argue about endings, why his family calls him The Ora…
 
A recounting of a sobering night in Edinburgh. And Catherine Linton (nee Earnshaw), continues to gaze at the moors. What the hell else does she do? Nothing. But, in this nothing, perhaps there is something. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.…
 
(Recorded September 2021) 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 …
 
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 mercilessly roasts Colin Jost. Plus, jokes and stories ab…
 
An exhausted Michael Ian Black, Southern Gentleman Esq. continues to explore the similarities between Heathcliff and Big Buddy. Meanwhile, Heathcliff conspires with Nelly to visit his beloved, the wild-eyed Catherine Linton. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-inf…
 
(Recorded March 2022) 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 many years it takes to become …
 
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 standup when he shaved his face on stage. Plus, Jimmy exp…
 
(Recorded May 2021) Mike welcomes Jack Antonoff who, in addition to writing the music for this podcast, is a Grammy Award-winning musician and frontman for the band Bleachers. He has collaborated and co-written songs with Taylor Swift and Bruce Springsteen, and today he collaborates with Mike on jokes about death and mortality as the two old friend…
 
Just as with Frankenstein, now we've got stories nested in stories. In this episode, Isabella writes a letter to Mrs. Dean, who reads it to Lockwood, who relates it to us. Fine. Also, Michael FINALLY reveals the name of the GAME SHOW he is about to appear on!!! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https:/…
 
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 character and Joe in real life and Joe and tells his story …
 
When the circumstances of the world are not to your liking, what do you do? Well, you find a whole other one. Michael has certainly been contemplating finding one, and our friend Catherine has done gone and found herself one as well. His delusions take him to Denmark, hers to the grave. See Privacy Policy at https://art19.com/privacy and California…
 
(Recorded December 2020) Since Ira Glass was Working It Out’s inaugural guest in June 2020, listeners frequently requested his return. In December of 2020, the podcast welcomed its first return guest and its first *second draft*. We also learn what it takes to get a story on “This American Life” and whether Mike’s new story about learning he had ca…
 
While Catherine foretells her own demise, to whom shall we assign blame? Society, of course! The mistress of Thrushcross Grange remains in a state of delirium. Days of hunger and stress continue to bespoil the raving lass while her stammering hubby looks on, helpless. Hopefully, somebody dies soon. See Privacy Policy at https://art19.com/privacy an…
 
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 where her character places a pizza pillow around Mik…
 
(Recorded November 2021) 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, and why some of us marry our…
 
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