Simon Cowell – $550 Million
Simon Cowell may not have ever released his own music, but we know the producer and manager has a knack for picking out the best talent. Some of the early acts he signed as a young manager were the U.K. boybands Five and Westlife.
Then, of course, he moved on to become a judge for American Idol and The X Factor. While he’s been known to be brash as a judge, both shows have launched huge careers for singers and Cowell has been the genius behind it. When you’re managing people like Il Divo, Leona Lewis, Fifth Harmony, and One Direction, you’re definitely making a lot of money.