Rash and Faxon wrote the screenplay for The Descendants, based on the novel of the same name by Kaui Hart Hemmings. The script appeared on the 2008 edition of the Black List, which lists the most popular unproduced scripts in Hollywood at that time. The film was produced in Hawaii and starred George Clooney; it was released on November 18, 2011 to critical acclaim. The film received a Golden Globe nomination and won an Academy Award for Best Adapted Screenplay. Rash and Faxon co-wrote and directed the film The Way Way Back, which received a standing ovation at its premiere at the 2013 Sundance Film Festival. Parts of the film are based on Rash's teenage life. Rash is also a member of the Los Angeles-based improvisational and sketch comedy troupe The Groundlings.