Won for: Idi Amin, The Last King of Scotland (2006)
Looks like the Academy got it right on this one, as there were few complaints about Whitaker's Best Actor win. With Will Smith nominated alongside him for The Pursuit of Happyness, Whitaker was still the favorite to win for his portrayal of brutal Ugandan dictator Idi Amin, for which he also won the Golden Globe and the BAFTA.
If there were another role Whitaker should have won for, it might be in Clint Eastwood’s Charlie Parker biopic Bird (1988), for which he won a Golden Globe instead.
Won for: Leticia Musgrove, Monster's Ball (2001)
I'd argue that Berry's strongest and most memorable work has actually been in television instead of film. Starring roles in biopic Introducing Dorothy Dandridge (1999) and Alex Haley’s Queen (1993) have been some of her most solid dramatic performances to date. For Dandridge, Berry walked away with a Golden Globe, Emmy and an NAACP Image Award.
Best Supporting Actor
Louis Gossett, Jr.
Won for: Sgt. Foley, An Officer and a Gentleman (1982)
In his seven decade-long career, Sgt. Foley is still perhaps Gossett's best known feature film role. But with at least 11 upcoming projects listed on his slate between now and 2016, including Clement Virgo's Book of Negroes adaptation and Vondie Curtis Hall's Robeson biopic, the veteran actor's next iconic role could be yet to come.