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Over the past several years I have been asked about the history of Academy Awards Posters on several occassions. Specifically about the artists and who they were produced by.  In attempt to answer these questions I went directly to the source, the Margaret Herrick Library of the Academy of Motion Pictures Arts and Sciences.  Below is their response to my inquiry.
32nd-47th - 48th-59th - 60th-71st - 72nd-80th - 80th(B)-81st
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The oldest Academy Awards show poster in the collection of the Margaret Herrick Library is the 32nd Academy Awards show poster (show on April 4, 1960 honoring films of 1959)