Josh Gondelman

Josh Gondelman is a writer and comedian who incubated in Boston before moving to New York City, where he currently lives and recently worked as the head writer and an executive producer for Desus & Mero on Showtime. Gondelman also contributed to the final season of The Marvelous Mrs. Maisel, which was a thrill for both him and his parents. Prior to that, he spent five years at Last Week Tonight with John Oliver, first as a web producer and then as a staff writer where he earned four Emmy Awards, two Peabody Awards, and three WGA Awards. His debut standup special People Pleaser (2022) was produced by Comedy Dynamics and is available to stream now.
If his face seems familiar, you may recognize it from his appearances on Conan (TBS), Late Night With Seth Meyers (NBC), and The Late Late Show with James Corden (CBS). But you may also know his voice from his regular appearances on the NPR news quiz show Wait Wait…Don’t Tell Me. Gondelman is also the author of the essay collection Nice Try: Stories of Best Intentions and Mixed Results published September 2019 by Harper Perennial. And, if you remember this far back, he was the co-creator of the popular Modern Seinfeld Twitter account.
Josh’s album Dancing On a Weeknight came out in 2019 on Blonde Medicine Records. (His prior album Physical Whisperdebuted in March of 2016 at #1 on the iTunes comedy charts (as well as #4 on the Billboard comedy chart) and stayed there for…well…longer than he expected, honestly.)Additionally, Gondelman is also the co-author (along with Joe Berkowitz) of the book You Blew Itpublished October 2015 by Plume. In the past, Josh has written for Fuse TV’s Billy On The Street. His writing has also appeared in prestigious publications such as McSweeney’s Internet Tendency, New York Magazine, and The New Yorker. For a while he had his own game show podcast called Make My Day that was a lot of fun. You can still listen to it if you’d like. Why wouldn’t you? It’s new to you.
That’s probably more information than you need, but hey…he did these things and he’s proud of himself, okay?

Guest Appearances

April 8, 2024

What’s Poppin’ Con-gregation? This week, Josh Gondelman joins the show to discuss the cons for conferences.

December 13, 2020

It’s Winter Solstice time again and due to a snowstorm Arnie, Usidore and Chunt have to take shelter with a friendly squirrel.


Arnie: Arnie Niekamp
Chunt: Adal Rifai
Usidore: Matt Young
Fluff the Squirrel: Josh Gondelman
Mysterious Man: Tim Sniffen

Producers: Arnie Niekamp, Matt Young, and Adal Rifai
Post-Production Coordination: Garrett Schultz
Earwolf Producer: Kimmie Lucas
Editor: Chris Rathjen
Special Assistance: Ryan DiGiorgi
Magic Tavern Logo: Allard Laban
Theme Music: Andy Poland

June 4, 2020

Dwayne Kennedy and Josh Gondelman join Negin for a conversation about the Black Lives Matter movement and why voting matters now more than ever. They also share their thoughts on police militarization, why people loot, and how protests and the pandemic are connected.

November 25, 2019

Author and comedian Josh Gondelman chats with Andy Richter about giving the best apologies, laying the groundwork for a writing career, and the most important $40 he was ever given. Plus, Josh talks bridging the gap between stand-up and teaching, stone-sober breakfast dates, and his new book Nice Try: Stories of Best Intentions and Mixed Results.

April 24, 2019

Rhea talks internet, sunsets and napkins. Sets from Kristal Adams, Andrew Michaan, Steph Tolev and Josh Gondelman.

April 23, 2019

Comedian, writer and producer Josh Gondelman (Dancing on a Weeknight) joins Howard to celebrate the superbloom with the latest pop culture charts! They’ll explore their George-Ringo chemistry and find a way to beat the YouTube ads while counting down Billboard’s Heatseeker Albums. Then, we’ll hear about the perils of night Twitter and Howard’s ‘Shazam’ quandary during the Movie Chart, and the gang gets treated to a sampling of spy funk and verbose punk during the Hot Picks.

This episode is sponsored by The Last Laugh podcast and Robinhood (