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 “quiche.” Rachel shares an absurd road story featuring Kevin Hart and Keith Robinson and discusses why you should never ask a comic how *they* felt about their show. Plus, new material about God getting sober, normalizing spa days, and Rachel attempting to cuddle with a boyfriend at the scariest hotel she’s ever stayed at.

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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 time around. Mike and Ramy discuss which Death Cab For Cutie songs make Ramy cry, unfriendly encounters in Jacksonville, the perils of public restroom keys, and Ramy’s not-so-secret “secret marriage.” All that and why Ramy wants Mike’s next special to be called “The Arab Dad.”

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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-hosts the screenwriting podcast Scriptnotes with Craig Mazin (The Last of Us), which is not only Mike’s favorite screenwriting podcast, but his favorite podcast about the creative process (not counting Working It Out). John shares direct, practical screenwriting advice that you’ll actually use, whether you’re an aspiring screenwriter or you want to pursue creative work of any kind.

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This week the legendary Judd Apatow returns to Working It Out for his fourth and best appearance yet. Judd tells behind-the-scenes stories from Bridesmaids and Funny People, as well as the most helpful filmmaking advice he’s gotten from other greats along the way. Judd and Mike also break apart the story of Judd’s first ayahuasca trip—and what that experience might have to do with both his parents’ divorce and his first sexual experience. Plus, jokes about how Judd somehow gained weight on Ozempic.

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In Chris Fleming’s recent Peacock stand-up special Hell, he calls out some audience members who are married and shouts, “This show is not for people who have wives. You have a wife?! Go see Mike Birbiglia!” Fleming is fearless about dragging the names of other comedians into his bits: from Bo Burham to Nikki Glaser to Bert Kreischer and more. Chris is a Massachusetts theater kid turned comedian and it manifests in stand-up comedy that is simultaneously avant-garde but also crowd pleasing. Mike and Chris sit down for a truly productive session of working out new material and they break down why Massachusetts is so darn repressed. Plus, they do no-holds-barred impressions of each other in what is one of the most unhinged episodes of Working it Out of all time.

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Mike welcomes Rory Scovel, whose special made Mike laugh so hard he spit water all over himself. Rory talks about how telling the truth and being vulnerable on stage led him to his best bits, how his taking up abstract painting is similar to comedy, and how a week of fully improvised stand-up shows gave Rory a new perspective on his career. Plus, the best and most off-the-rails “Working It Out” section the podcast has had yet.

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Mike welcomes back the poet J. Hope Stein, aka Jenny, aka Clo, aka Mike’s wife of fifteen years. A frequent collaborator on Mike’s comedy specials and movies, Jenny describes her favorite type of creative feedback and why she’s most impressed by poetry that crosses over to audiences who don’t always understand poetry. The couple shares candid and embrassing stories from the early days of their romance including two stories that might make it into Mike’s new live show. Plus, Jen reads two new poems in celebration of Earth Day and announces the audiobook of her poetry collection “Little Astronaut.”

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Chicago improv performer and teacher Liz Allen taught a workshop for Mike’s college improv group almost 25 years ago. Since then, Mike and Liz have found numerous ways to reunite and collaborate, most notably on Mike’s film Don’t Think Twice. Now Mike sits down for an in-depth chat with one of his favorite improvisers about the unique roots of Chicago improv, Liz’s (in)famous teacher Del Close, and the one-in-a-million coincidence that connected Liz and Gillian Jacobs.

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Check out https://www.lizallenimprov.com for more info about improv coaching by Liz