Working It Out all-timer Taylor Tomlinson returns to the podcast this week on the heels of the release of her new Netflix special, “Prodigal Daughter.” Mike and Taylor talk through what they do when they get stuck on a bit, w...
Working It Out all-timer Taylor Tomlinson returns to the podcast this week on the heels of the release of her new Netflix special, “Prodigal Daughter.” Mike and Taylor talk through what they do when they get stuck on a bit, w...
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, inclu...
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 heck...
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 …
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 Thin...
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 N...

Mike Birbiglia is an Emmy-nominated comedian, writer, director, and actor who has performed his award-winning solo shows worldwide—from the Sydney Opera House to the West End of London to Broadway. His six solo shows Sleepwalk With Me, My Girlfriend’s Boyfriend, Thank God For Jokes, The New One, The Old Man & The Pool, and The Good Life enjoyed successful runs on and off Broadway and became hit Netflix comedy specials. The shows merge storytelling and comedy in a way that The New York Times has called “Birbiglian.” Birbiglia also wrote, directed, and starred in the films Sleepwalk with Me and Don’t Think Twice. As an actor, Birbiglia has appeared in the films Trainwreck, The Fault in Our Stars, Popstar, and A Man Called Otto, as well as TV roles in Orange Is the New Black and Billions. He hosts the podcast Mike Birbiglia's Working It Out.