Josh Gondelman is a writer and comedian who incubated in Boston before moving to New York City,  where he currently lives and most recently worked as the head writer and an executive producer  for Desus & Mero on Showtime. Previously, 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. Josh also previously wrote for Fuse TV’s Billy On The Street. 

His most recent hour, Positive Reinforcement, is now available to stream. Josh’s debut standup  special People Pleaser was released in 2022. In 2016, Josh made his late-night standup debut  on Conan (TBS), and he has also performed on Late Night With Seth Meyers (NBC) and The Late Late  Show with James Corden (CBS). 

Gondelman is the author of the essay collection Nice Try: Stories of Best Intentions and Mixed  Results published September 2019 by Harper Perennial. Since 2019, he has been a regular panelist on  NPR mainstay Wait Wait Don’t Tell Me. 

Offstage, Gondelman is also the co-author (along with Joe Berkowitz) of the book You Blew It, published  October 2015 by Plume. His writing has also appeared in prestigious publications such as McSweeney’s  Internet Tendency, New York Magazine, and The New Yorker.