9. Gwyneth Paltrow beats Cate Blanchett to win Best Actress (1999)
Two actors acting in period pieces; Cate Blanchett as Queen Elizabeth and Gwyneth Paltrow as Shakespeare’s love Viola. Cate Blanchett’s performance seemed like a slam dunk but Shakespeare in Love went into the Oscars that year with 13 nominations. As Gwyneth received the award, she nearly wept through her entire speech. As a double wammy, Shakespeare in Love also won Best Picture by upset, against favorite Saving Private Ryan.
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