2.) Best Director - 1968

Who Won: Carol Reed for Oliver!
Who Should've Won: Stanley Kubrick for 2001: A Space Odyssey

In the mid-20th century, the Academy was notable for two things: A.) heaping Oscars on yalping, pastel musicals nobody watches anymore and B.) refusing to give Stanley Kubrick the time of day. These two proclivities converged in 1968, when Kubrick lost the Best Director Oscar to a herd of screaming orphans.

The failure to honor 2001 is perhaps one of the Academy's greatest oversights, but there's one particular genre snub that I find totally unconscionable, if only for posterity's sake...

That Stanley Kubrick didn't win an Oscar for this film is terrible. That he never won a directing Oscar and none of his films won for best picture is a travesty. (Interesting note: Hitchcock never won a directing Oscar, but Rebecca did win for best picture and cinematography in 1940).