From 2011 to 2015, he was a staff writer and principal TV writer for
Bill Simmons' ESPN website Grantland.[10] During his time at Grantland, he began podcasting with his best friend and pop culture writer Chris Ryan.[11], hosting both the Andy Greenwald Podcast and the Hollywood Prospectus Podcast. Once Grantland closed and Simmons started The Ringer in Los Angeles, both Greenwald and Ryan began co-hosting The Watch on the new site's podcast network.[12] In 2016, he and Ryan began hosting the Game of Thrones aftershow After the Thrones on HBO, as well as the Mr Robot aftershow Hacking Robot on
USA Network.[8]
Beginning in 2016, Greenwald worked as a screenwriter on the superhero TV show
Legion.[3] In 2018, Greenwald and
Sam Esmail's adaptation of the
Ross Thomas book Briarpatch was ordered to series on
USA Network.[13] Greenwald is both a writer and executive producer on the show, which stars
Rosario Dawson.[14] The show was cancelled after one season.[15]
It was reported that Greenwald was part of a writer's room for a new Star Wars project.[16]