Mike welcomes his comedy idol and former boss Conan O’Brien whose hit podcast “Conan O’Brien Needs a Friend” prompted Mike to demand that they actually be friends and that Conan come on Mike’s podcast. What results is a magical discussion of Conan’s early political aspirations, why the class clown never becomes a professional clown, and the contagiousness of ... Show More
Jul 27
John Mulaney: He's Funny and Here's Why
(Recorded January 2026) For the 200th episode of Working It Out, Mike sits down with one of his oldest friends and one of the podcast’s first ever guests, John Mulaney. The two discuss monkeys wearing space suits, old stories from the road, and how John’s career changed after hav ... Show More
1h 9m
Jul 20
219. Michelle Buteau: From TV News to Her Own TV Series
Michelle Buteau was a local TV news editor in New York until she tried stand-up for the first time, only days after 9/11. Since then she’s become an international touring comedian, bestselling author, and co-creator and star of her own Netflix series Survival of the Thickest. Now ... Show More
50m 35s
Jul 13
218. Jane Wickline and Liva Pierce Return: Comedy Duo Therapy
This week, SNL’s Jane Wickline and comedian Liva Pierce return to Working It Out to discuss the Off-Broadway debut of their two person musical comedy show, Dukes. Mike grills Jane and Liva on the realities of working so closely with another person, and the three of them break apa ... Show More
45m 22s
Jun 2025
Mike Birbiglia Returns Again
<p>Comedian, writer and director Mike Birbiglia feels earnest about being Conan O'Brien's friend.</p><p> </p><p>Mike sits down with Conan once again to discuss his latest special The Good Life, taking comedy advice from the Pope, and how his father’s stroke impacted his own paren ... Show More
1h 4m