Ira Glass was the first guest on Working It Out back in June 2020, and now he’s back for the 100th episode. The two friends and collaborators discuss Ira’s most famous pieces of advice for creatives, and Ira attempts to “work out” Mike’s life. Plus, a final version of Mike’s “cancer story,” which he has been working on, with Ira’s feedback, since episode 1.

100. Ira Glass Part 3: The Best Advice

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

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.”

129. J. Hope Stein Returns: Earth Day Poetry from Clo

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.

The Wisdom of Chicago Improv with Liz Allen

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 disrupted his show, and what it feels like to be releasing his special after the death of his beloved director, Adam Brace. Plus, Alex’s recent and very strange run-in with Bill Gates. 

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128. Alex Edelman Returns: He Did His Best

Mike sits down with comedian, actor, and writer Esther Povitsky to discuss her special Hot For My Name. Mike has a lot of questions about the time Esther crashed her fiancée's bachelor party in Vegas. Plus, Esther figures out Mike’s attachment style, and they discuss the differences between the LA and New York comedy scenes. All this, and jokes about adults dressed as babies, watching OnlyFans with your partner, and being outed as a comedian on the subway.

127. Esther Povitsky: What Is Your Comedy Attachment Style?

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 work out new material about serial killers, the D.A.R.E. program, and dropping acid in Amsterdam. Plus: who will take over for Lorne Michaels after he leaves SNL?

100. Ira Glass Part 3: The Best Advice

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