The news that Judd Apatow will co-write and direct an upcoming 2027 comedy movie, The Comeback King, with Glen Powell 20 years after Knocked Up proves that the long-awaited return of a beloved Hollywood era is finally coming. When ‘00s comedy movies are mentioned, one name looms large over this period of the genre’s history. Writer/ director/ producer Judd Apatow produced Will Ferrell classics like Anchorman: The Legend of Ron Burgundy, Talladega Nights: The Ballad of Ricky Bobby, and Stepbrothers, directed the influential bromance comedies The 40-Year-Old Virgin and Knocked Up, and had a hand in almost every iconic comedy of the decade.