DMA#54: The Kindest Cut with Josh Gondelman

Draw Me Anything with Jason Chatfield · Jul 30, 2026 · 47m

I said at the top of this episode that I didn’t want to call Josh Gondelman a comedian, because the word does about a third of the required work.

Here is the CV, and I have since checked it against his actual bio rather than my memory, which is a courtesy I extend to guests and to no one else. Five years at Last Week Tonight with John Oliver, first as web producer and then as staff writer, where he collected four Emmy Awards, two Peabody Awards and three WGA Awards. Head writer and executive producer on Desus & Mero at Showtime. A contributor to the final season of The Marvelous Mrs. Maisel…