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William O’Brian
October 22, 1960

July 2, 1960

Joseph Mirachi
June 19, 1965

Stan Hunt
February 3, 1962

January 4, 1964

Joseph Zeis
December 26, 1959

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Comments
I think the first and last are the best two also, with number 3 down (from ’65) coming in a close third. The modern art artist telling off “Mr. Establishment”, likely based on fact. I kind of like the painting within that cartoon.
The first & last are the best!