Venus and Serena Williams
Under Richard's tutelage, Venus and Serena have combined for 20 Grand Slam singles titles and both have reached No. 1. He's also been been a controversial figure on the WTA Tour. The Williams sisters haven't played the Indian Wells event since 2001 after Richard claimed taunts and jeers aimed at the family were racially motivated. "It's the worst act of prejudice I've seen since they killed Martin Luther King," Williams said at the time.