Episode (200)
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157. Matt Rogers: Las Culturistas Meets Las Birbiglia-istas
Jan 20, 2025Matt Rogers is a beloved comedian, writer, actor, and co-host of cult hit podcast “Las Culturistas.” Matt sits down with Mike for a chat about the ups and downs of show business, the inside of writing...
156. Stephen Colbert Returns: A Gift from the Comedy Gods
Jan 13, 2025This week the legendary Stephen Colbert returns to the podcast. Mike and Stephen discuss the behind-the-scenes of Stephen’s Late Night job as well as his Chicago improv days. Stephen talks wisdom pass...
155. David Sedaris Returns: A Creative’s Dream and a Fact Checker’s Nightmare
Dec 30, 2024This week Mike has all-timer David Sedaris back on the podcast. Sedaris, of course, wrote Naked, Me Talk Pretty One Day, and Holidays on Ice, among other classics. The two discuss where the truth lies...
Pete Holmes and Mike Make the Definitive Christmas Movie List
Dec 23, 2024In this special episode of Working It Out, Mike’s old friend and frequent guest Pete Holmes sits down for a holly jolly discussion about classic and new classic Christmas movies. Mike and Pete sing th...
154. Fortune Feimster: Don't Borrow Trouble
Dec 16, 2024Hot off her new Netflix special Crushing It, Fortune Feimster sits down with Mike for a candid chat about telling personal stories on stage, dealing with audience complaints, and Fortune’s coming out ...
153. Maria Bamford Returns: Marketable Mania
Dec 02, 2024Mike welcomes back one of most referenced guests in Working It Out history, the legendary Maria Bamford. Mike and Maria discuss the importance of true confession in stand-up comedy, the financials of...
152. Gary Gulman Returns: Mommy, Look!
Nov 25, 2024Working It Out Hall of Famer Gary Gulman returns to discuss his upcoming Off-Broadway show Grandiloquent. Mike and Gary break down, first of all, what “grandiloquent” means, and how the new show that ...
151. Elizabeth Gilbert: Eat, Pray, Jokes
Nov 18, 2024Author Elizabeth Gilbert wrote one of Mike’s favorite books about creativity, Big Magic. She also wrote a book that, to her surprise, become a cultural phenomenon: Eat, Pray, Love. Mike and Liz discus...
WIO Q&A: 4th NYC Show Added and Mike Answers All of Your Questions About The Good Life
Nov 11, 2024In this Working It Out Q&A Mike breaks down the development of the New York City finale of his show The Good Life. He explains the evolution from Please Stop The Ride to The Good Life. Plus, he answer...
150. Michael Ian Black: How to Do Comedy with Your 10 Best Friends
Nov 04, 2024In the 90s, Michael Ian Black’s college sketch group The State got a show on MTV, spawned another iconic group, Stella, and led to the classic movie Wet Hot American Summer. Now Michael sits down wit...