204. Ali Siddiq: Telling His Own Story

204. Ali Siddiq: Telling His Own Story

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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Jaksot(244)

217. Aaron Chen: High Quality Jokes from a Low Capacity Kind of Guy

217. Aaron Chen: High Quality Jokes from a Low Capacity Kind of Guy

Comedian Aaron Chen may be known internationally for his role on the hit Australian TV series Fisk, but he’s been a working stand-up since the age of 15. In fact, he might be the only Working It Out g...

29 Kesä 47min

Jon Rudnitsky and Mike Answer Your Questions About Failure and Jokes

Jon Rudnitsky and Mike Answer Your Questions About Failure and Jokes

This week, the very funny Jon Rudnitsky joins Mike to answer listener submitted questions. The two of them discuss how long it was before they started earning money from comedy, the complete loss of d...

22 Kesä 37min

216. Wanda Sykes: Mike's Dream Guest

216. Wanda Sykes: Mike's Dream Guest

Wanda Sykes is one of Mike’s original dream guests for the podcast. Now, on the heels of her new Netflix special, Legacy, Wanda talks with Mike about how they both started in DC, and why Wanda left he...

15 Kesä 45min

215. Phil Lord and Chris Miller: These 2 Dorks Made Every Movie You Love

215. Phil Lord and Chris Miller: These 2 Dorks Made Every Movie You Love

Filmmakers Phil Lord and Chris Miller’s resume is a laundry list of hits: Project Hail Mary, The Lego Movie, 21 Jump Street, Spider-Man: Into the Spider-Verse, and more. Their success with projects th...

8 Kesä 49min

214. Robby Hoffman: It's a New Dawn

214. Robby Hoffman: It's a New Dawn

This week Mike and Robby Hoffman sit down for their first in-depth conversation like, as Robby puts it, two cats cautiously getting to know each other. Mike and Robby work out new jokes about vending ...

1 Kesä 56min

Jenny Slate: Unafraid of Sadness

Jenny Slate: Unafraid of Sadness

(Recorded October 2025) The great Jenny Slate joins Mike this week for a wide-ranging conversation about getting hypnotized after being fired from SNL, a graduation speech Jenny gave to a class of one...

25 Touko 1h 9min

213. Jack Antonoff Returns: Music’s Biggest Producer Records Mike’s Pizza Song

213. Jack Antonoff Returns: Music’s Biggest Producer Records Mike’s Pizza Song

Ahead of the release of his new album “Everyone For Ten Minutes,” Jack returns to Working It Out. Mike and Jack break open why Jack has never listened to Mike’s podcast, what Jack wanted to say about ...

18 Touko 59min

212. Pete Holmes Returns: Selling Crepes at a Junkyard

212. Pete Holmes Returns: Selling Crepes at a Junkyard

This week, Pete joins the pod to talk about his new special “Silly Silly Fun Boy,” work out more jokes, and of course roast Mike a lot more. The two discuss the concept of comedy justice, the benefits...

11 Touko 44min

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