7. 'The Apartment' (1960)

"Sunset Blvd." was <a class="taxInlineTagLink" id="PECLB003964" title="Billy Wilder" href="/topic/entertainment/billy-wilder-PECLB003964.topic">Billy Wilder</a>'s greatest flick, but it didn't win best picture (it lost to "All About Eve"). "The Apartment" was his only victory in the top Oscar slot and was truly deserved, prevailing over extremely weak competition in 1960: "The Alamo," "Elmer Gantry," "Sons and Lovers" and "The Sundowners." The tale of a befuddled insurance exec (Jack Lemmon) desperately trying to get ahead at work by loaning his pad to his bosses for illicit trysts is a dastardly satire of American corporate life and &mdash; surprise! &mdash; one of the few comedies ever to win best picture, thus proving &mdash; bigger surprise! &mdash; that those snobbish Oscar voters sometimes have a sense of humor.
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( Courtesy of AMPAS )

"Sunset Blvd." was Billy Wilder's greatest flick, but it didn't win best picture (it lost to "All About Eve"). "The Apartment" was his only victory in the top Oscar slot and was truly deserved, prevailing over extremely weak competition in 1960: "The Alamo," "Elmer Gantry," "Sons and Lovers" and "The Sundowners." The tale of a befuddled insurance exec (Jack Lemmon) desperately trying to get ahead at work by loaning his pad to his bosses for illicit trysts is a dastardly satire of American corporate life and — surprise! — one of the few comedies ever to win best picture, thus proving — bigger surprise! — that those snobbish Oscar voters sometimes have a sense of humor.

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