with Judd Apatow Rogen's acting debut was as Ken Miller, a cynical, acerbic "freak" in Apatow's Freaks and Geeks, an eventual cult hit series first released in 1999. Revolving around a group of teenagers' lives, Freaks and Geeks first aired in 1999. Although well reviewed, the show was NBC's lowest-viewed program and was cancelled after one season due to poor ratings. Impressed with Rogen's improvisational skills, Apatow then chose him as the lead in another of his shows, Undeclared. Rogen was originally set to play a fairly popular but nerdy college freshman, but the network did not think he was leading man material. Apatow opted not to go along with the show. Rogen also served as a staff writer to the short-lived production. Following the show's cancellation in 2002, Rogen did not get many auditions, which was not upsetting to him, as he always thought he would achieve better success as a writer. He would soon be a part of Apatow's "frat pack," a close-knit group that includes Steve Carell and Paul Rudd. Of the awkwardness of a grown man spending so much time with a teenaged Rogen, Apatow said, "I'm such a comedy fan that, even though he's 16, I know I'm hanging out with one of the guys who's going to be one of the great comics." Around this time, Apatow would come up with odd requests for Rogen and Goldberg, such as turn an idea of his into a movie in 10 days and come up with 100 one-page ideas for films. Regarding Apatow's professional effect on Rogen, the actor said in 2009, "Obviously, I can't stress how important Judd's been to my career." Rogen had roles in Donnie Darko (2001) and Anchorman: The Legend of Ron Burgundy (2004). A big career point for him was becoming a staff writer for Sacha Baron Cohen's last season of Da Ali G Show in 2004. Along with the show's other writers, Rogen received a Primetime Emmy Award nomination. He became familiar to audiences as one of the main character's co-workers in Apatow's well-reviewed buddy comedy directorial debut feature The 40-Year-Old Virgin (2005). Rogen also co-produced it and improvised all his dialogue. "[Rogen] hadn't done any screen work that indicated he could carry as memorable and convincing a performance as he does with the character Cal," MTV's John Constantine wrote. The Boston Globe reviewer Wesley Morris wrote that Rogen, along