Alan Light · CC BY 2.0

Henry co-wrote The Graduate, one of the defining films of 1960s American cinema, and co-created the spy spoof Get Smart with Mel Brooks, winning a Primetime Emmy for the latter. He went on to direct Heaven Can Wait with Warren Beatty, earning an Academy Award nomination, and appeared in Robert Altman's The Player and Short Cuts, while hosting Saturday Night Live ten times — enough to make him the inaugural member of its Five-Timers Club.