6. "Monster's Ball" (2001)
Credit:Jeanne Louise Bulliard/Lions Gate Films
Just as he was getting pigeonholed as a dreamy Hollywood pin-up boy, Ledger shocked fans and critics alike with a deeply felt, thoroughly convincing supporting performance as an American Southerner living in the shadow of his overbearing father. The small role left a big impression, and more importantly, hinted at what was still to come.
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