Simon Cowell – $550 Million
Simon Cowell is one of those celebrities who might not seem like they did anything themselves, but he has his hands in a lot of money-making deals. The producer and music manager has a long history of signing huge up-and-coming name in the UK like boybands Five and Westlife.
Of course, he also starred as a judge on American Idol and The X Factor. There, he just continued signing huge artists like Il Divo, Leona Lewis, Fifth Harmony, and One Direction.