Bill Cosby — $400 million
Most financially successful movies: I Spy, The Cosby Show, Jack, Cosby.
In the ’60s, Cosby became the first black actor to play a role in a drama series. The role in I Spy is probably his biggest achievement. He created his own producing empire, which made TV shows and earned him millions of dollars. Cosby was recently accused of sexual harassment by many women, which, of course, affected his reputation and his financial situation.