 He next starred in Judd Apatow's third directorial feature, "Funny People" (2009), which also starred Adam Sandler, Eric Bana and Seth Rogen.He was an associate producer of the 2009 Sacha Baron Cohen mockumentary "Brüno".He guest starred on an episode of "The Simpsons" called "Pranks and Greens", portraying an immature man named Andy Hamilton who was hailed the best prankster in Springfield Elementary School history.