In 2016, Jenner starred as Jake Bradford in Richard Linklater's comedy film "Everybody Wants Some!!", which was released on March 30, and played Hailee Steinfeld's character's brother in the coming-of-age drama "The Edge of Seventeen". He was in the cast of Shawn Christensen's drama film "The Vanishing of Sidney Hall", which premiered at the 2017 Sundance Film Festival and was released in 2018. He was in the cast of Bart Layton's crime drama film "American Animals". It premiered at the 2018 Sundance Film Festival and was released in June 2018, by The Orchard and MoviePass Ventures. Jenner played Christian de Neuvillette in the Goodspeed Musical production's "Cyrano" at the Norma Terris Theatre in August and September 2018.