Helberg appeared in the 2002 feature film "Van Wilder" as one of the geeky students for whom Van Wilder was throwing a party. He had a minor role in the 2003 movie "Old School." In 2004, he was in two episodes of "Reno 911!": Student Driver in "Raineesha X" and Hooker Buying Son in "Not Without My Mustache." He had a small role in the sixth episode of "Quintuplets," Get a Job, as a man called Neil working behind the counter at a shoe shop where Paige and Patton were working.