Novak graduated from Harvard University in 2001. Afterward he moved to Los Angeles, California and began working in clubs as a comedian. His first live stand-up performance took place at the Hollywood Youth Hostel on October 10, 2001. He was named one of Variety's "Ten Comedians To Watch" in 2003. After hearing Novak's opening joke at a comedy club, executive producer Greg Daniels decided he "wanted to do something with him": Novak was subsequently cast as Ryan Howard. On July 21, 2010, news reports indicated Novak had signed a contract to remain with the show for its seventh and eighth seasons; under the new terms, he would be made an executive producer midway through Season 7 and direct two episodes of the show.