“Ice Cream” (1992)
Starring his stand-up buddies Laura Kightlinger and Craig Anton, “Ice Cream” is a riff on Golden Era Hollywood films, and it’s the first short to net Louis C.K. a lot of attention. “Ice Cream” played at the Sundance Film Festival and the Museum of Modern Art in 1994. On getting into Sundance, Louis C.K. said, “I got really lucky. It was like the biggest deal of my life when I got that.” The movie was shown on TV in Europe and on US cable networks like IFC and Bravo and won C.K. the Grand Prize at Aspen Shortfest. Most importantly, however, is that C.K. included the movie as part of his submission to be a writer for Late Night with Conan O’Brien, which became his first big TV job. C.K. says the fact that he made his own films impressed O’Brien and then-headwriter Robert Smigel and, along with his reputation as a stand-up, was largely responsible for him getting the job.
(Taken from Splitsider)