Ryan Penington was producer, director, and writer of the gritty feature-length crime drama Foolproof Plan (2001). The film kicked off the first annual Indianapolis Underground Film Festival. Film critic Bonnie Britton raved that is was "one of the best efforts" that she had seen in the area. Ryan attended the prestigious Vancouver Film School where he concentrated in directing, writing, camera, and editing. He was the editor of the documentary short That's What They Look Like, winner of Vancouver's 2000 Tele-Cine Award. In 2001, Penington co-founded the Film Commune, a collective of five indie filmmakers which was singled-out in 2004 by MovieMaker Magazine as the reason Indianapolis received an honorable mention on their Top Ten Cities For Independent Film list.