57. Russell Dalrymple
Best-known episode: "The Shoes"
Based on real-life NBC president Warren Littlefield, this crucial Season Four character tickled us precisely because he didn't match our vision of a slick, soulless, screaming entertainment executive. Instead, as played by Bob Balaban (who would go on to portray Littlefield in The Late Shift), Russell was an ineffectual, nerdy guy who just happened to run a network. (Just don't leer at his daughter's cleavage.) Littlefield loved the performance so much he had Balaban record the audiobook for his memoir, Top of the Rock. TIM GRIERSON