Nathan made his feature film debut with "Nate & Margaret" (Co-Wrote/Produced/Directed). It sold for worldwide distribution prior to completion. It also received a commendatory review from Roger Ebert.Nathan acted in Joe Swanberg's early films and IFC series, "Young American Bodies" and appeared in Frank V. Ross's "Audrey the Trainwreck", in addition to making a handful of award-winning short films. He also co-created and directed a TV pilot, "Bad Sides", which was a finalist in the Chicago Comedy TV Pilot Competition. His first leading role in the film, "Blackmail Boys", won various film festival awards and sold for worldwide distribution. His short film "Cock N' Bull" was selected to screen in the 2013 Outfest Los Angeles LGBT Film Festival, which he also acted in. In 2014, his short "Grown This Way" won a best film award in Outfest's Fusion Lab.In April of 2015, Nathan wrapped up directing his second feature film, "Miles". The story centers around a high school senior who joins the girls volleyball team in hopes of winning a college scholarship after his father's untimely death. It stars Molly Shannon, Paul Reiser, Missi Pyle, Tim Boardman, Annie Golden, Yeardley Smith and Stephen Root.