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 white guy on Phoebe's "Sooo Many White Guys" podcast. https://www.girlswritenow.org/

54. Phoebe Robinson: Is She a Writer? Oh Yes, She Is

Comedian Mike Birbiglia welcomes a different comedian or creator each week and together they work out original, untested material. And, occasionally, uncomfortable topics. Join them as they work it out.

Comedy

Comedy Interviews

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.”

BEST OF WIO: Ramy Youssef

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.

Screenwriting Advice You’ll Actually Use with John August

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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132. Judd Apatow Returns: Hold On To That Authenticity

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.

131. Chris Fleming: He Should Be Way More Popular

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.

54. Phoebe Robinson: Is She a Writer? Oh Yes, She Is

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