Dick Gregory
Wikipedia
Excerpt: In 1961, while working at the black-owned Roberts Show Bar in Chicago, he was spotted by Hugh Hefner performing the following material before a largely white audience:
Gregory attributed the launch of his career to Hefner who, based on that performance, hired Gregory to work at the Chicago Playboy Club as a replacement for comedian "Professor" Irwin Corey.[7]
Gregory's first television appearance was on the late night show Tonight Starring Jack Paar.[8] He soon began appearing nationally and on television.
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