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I'll stick just with Best Picture...
Top 5 Screw Jobs:
1. Raging Bull (1980) - Bar none the finest American film ever made. This is a double secret screw job, since Scorsese was also denied Best Director.
2. Citizen Kane (1941) - One of the most influential, important films in history. The actual winner? How Green Was My Valley, which no one cared about then and no one cares about now.
3. Bonnie and Clyde (1967) - A film that was a major groundbreaker passed over for a guilt-ridden mediocrity. F--- that!
4. A Clockwork Orange (1967) - Sure, The French Connection is a decent flick, but c'mon, there's no comparison.
5. The Thin Red Line (1998) - The best American film of the last 25 years and it loses to a tenth rate chick flick?!! Another multi-tiered screw job, since the editing, directing and cinematography trophies were all handed out to Steven Spielberg's vastly inferior Saving Private Ryan.
5 Most Undeserving Winners (not counting years already mentioned):
1. Titanic (1997) - Is this even open to question?
2. My Fair Lady (1964) - Broadway musicals are not serious art, and this sucks even by the rather low standards of the musical.
3. Chicago (2002) - See above.
4. Gandhi (1982) - Yeah, it was a terrible year, but still, do we need a three hour epic about a bald man in a diaper? No, we don't.
5. Rocky (1976) - A mediocre entry in a year when all the other contenders were strong. Bonus awful points for some of the worst boxing scenes in history, as well as launching the career of one of the 5 worst superstar actors of all time.