Movies:
Groundhog Day, Arthur, 10, Glengarry Glen Ross, Play It Again Sam, Annie Hall, Plaza Suite, Dirty Rotten Scoundrels, Jerry Maguire
Television:
Curb Your Enthusiasm, The Sopranos, The Larry Sanders Show, Dragons Den, Trial and Retribution, Prime Suspect, 24
Books:
I'm aware they exist, but I'm yet to take the next step.
Heroes:
Billy Connolly, Woody Allen, Larry David, Neil Simon, Richard Pryor