Mike Birbiglia's Working It Out

Ali Siddiq is one of the most prolific storytellers in comedy. Although they work in a similar format, Ali and Mike’s paths have never crossed until now. Now they sit down to discuss the nuances of comedic storytelling, including how to make specific topics relatable to audiences, and Ali explains how he made his own path in comedy after serving six years in prison on drug charges. Plus, Ali and Mike, both parents of swimmers, share war stories from swim meets.

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Beloved British comedian James Acaster and Mike have never met but they have a lot in common, including brushes with death early in their lives that influenced their comedy. James and Mike discuss James’s experience with hecklers, which is the subject of James’s new special Hecklers Welcome. Plus, James talks about having Robert De Niro on his podcast Off Menu, and he shares the best pre-show ritual that Mike has ever heard.

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Best of WIO: Bob Odenkirk (Recorded July 2025)

Bob Odenkirk was already a comedy legend (SNL, The Ben Stiller Show, Mr. Show with Bob and David) before he took a left turn into dramatic acting with Breaking Bad and Better Call Saul. Now he’s entered yet another new phase as an unlikely action star in films like the Nobody series. Bob sits down with Mike to discuss how anger works in comedy and action films, the stress of making Better Call Saul, and the time Bob played Mike’s brother on a TV pilot.

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Connor Ratliff is a beloved cult comedy figure known for his award-winning podcast Dead Eyes and his long-running live show/YouTube series The George Lucas Talk Show. He also played an improv student in Mike’s film Don’t Think Twice, which is a bit of a winking joke because Connor is one of the most experienced and revered improvisers on the scene. Mike and Connor go deep on improv comedy process, Connor shares some of his most devastating audition stories, and the two take a phone call from their mutual friend Chris Gethard.

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Heidi Gardner went from being a hairdresser in LA to joining the Groundlings to 8 seasons on SNL, where she created characters like “Dianne, The Mom Who's Only Read About New York on Facebook” and “A Woman Who Insists She's Not Mad.” Heidi talks with Mike about her SNL experience, which included hosting a tailgate party in her dressing room for Travis Kelce, and she shares the lessons she learned about creating comedic characters from her days in the Groundlings. Plus, Heidi’s love for her native Kansas City, and an update on Mike and Jen’s rat problem.

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