The Legendary Bill Cosby made his first Apollo appearance in the ’60s – 1968 to be exact. When he was cast in “I Spy,” he broke the color barrier, playing opposite and equal to white actor, Robert Culp. In 1984, “The Cosby Show” debuted on NBC, propelling the network to first place. Dubbed the wealthiest black comic in the world, his estimated net worth at last calculation was upwards of $450 million.