201. Heidi Gardner: Behind Your Favorite SNL Characters

201. Heidi Gardner: Behind Your Favorite SNL Characters

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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The Old Man and the Pool: Spoilers Only

The Old Man and the Pool: Spoilers Only

Mike welcomes back three-peat guest Joe Birbiglia to celebrate the premiere of Mike’s new Netflix comedy special The Old Man and the Pool. Mike and Joe discuss the four year development of the show, s...

4 Dec 202343min

115. Pete Holmes Returns (Again): The Funniest and Longest Episode Yet

115. Pete Holmes Returns (Again): The Funniest and Longest Episode Yet

Mike’s new special, “The Old Man & The Pool” is finally on Netflix and he brings on an all-timer to celebrate. Pete Holmes returns for a third Working it Out, and he and Mike roast each other as hard ...

27 Nov 20231h 16min

114. Jo Firestone Returns: Fact Check This Episode

114. Jo Firestone Returns: Fact Check This Episode

Jo Firestone joins Mike for her second appearance on Working it Out. In addition to just being named the head writer of the newest late night show on network TV, Jo just published a comedic murder mys...

20 Nov 202350min

113. Todd Barry: The Inventor of Crowd Work

113. Todd Barry: The Inventor of Crowd Work

On the heels of the release of his new special “Domestic Shorthair,” Todd Barry sits down with Mike this week for a conversation about his 35 years in comedy. The two talk about whether or not Todd in...

6 Nov 202344min

112. Ramy Youssef Returns: You Already Love Him

112. Ramy Youssef Returns: You Already Love Him

Ramy Youssef was one of the first and most popular guests on Working It Out back in 2020, and now he’s back with updates to some of the same very material he worked out the first time around. Mike and...

23 Okt 20231h 2min

111. Gary Simons: A New Comedian Asks Mike 10 Key Questions About Starting Out in Comedy

111. Gary Simons: A New Comedian Asks Mike 10 Key Questions About Starting Out in Comedy

25 years ago, Mike won Georgetown University‘s funniest person on campus contest. This week's guest Gary Simons won it three years ago. Now, Gary has been opening for Mike’s new tour and has a lot of ...

16 Okt 202346min

110. Greg Warren: Comedy Lessons From a Salesman

110. Greg Warren: Comedy Lessons From a Salesman

Comedian Greg Warren is one of Mike’s oldest friends in comedy. Greg and Mike often work out jokes on the phone but today they bring their collaborative friendship to the podcast for an hour-long disc...

9 Okt 202347min

109. Gary Gulman Returns: Work Friends or Friend Friends?

109. Gary Gulman Returns: Work Friends or Friend Friends?

Mike and Gary Gulman have been friends for a long time, but what kind of friends? Real friends or just work friends? Gary returns to the podcast and he and Mike evaluate the true level of their friend...

25 Sep 202357min

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