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9. It Happened One Night

The film It Happened One Night was released the same year as Cleopatra and it got overshadowed by that one at the box office, however it won Best Actress, Best Actor, Best Director, Best Screenplay, and Best Picture at the Oscars that year. Quite an accomplishment for the screwball romantic comedy. It was the first film to win all five big awards, which wouldn’t happen again until One Flew Over the Cuckoo’s Nest in 1975. The picture only made $2,500,000, which adjusted for inflation is about $44,167,164. Peanuts by today’s standards.

It Happened One Night
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