As far as funny goes, Hef boosted Dick Gregory, Lenny Bruce, Harvey Kurtzman, Shel Silverstein, and Gahan Wilson.http://www.hollywoodreporter.com/news/hugh-hefner-gave-dick-gregory-his-big-break-1043953 …
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He did pick some good cartoonists, like Kurtzman and B Kliban. He made the former's life a living hell.
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Yep -- which is why I don't think of this as one of Hefner's achievements.
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