Simon Cowell | Total Amount: Approximately $10 million

English entrepreneur, record executive, and television personality Simon Cowell first worked in the mailroom of EMI Music Publishing, where his father was an executive, before achieving all the success he has now. In the early ‘80s, Cowell created two separate music labels but went under. Shortly after, he revived his music business career by creating novelty records. It wasn’t long before that he began to reap the fruits of his persistence. In 2001, he served as a judge on the first series of Pop Idol. From then on, his career in the entertainment industry thrived tremendously.

With wise investment planning, Cowell’s net worth is $600 million. Over the years, as his wealth was growing, he bought a mansion in Malibu, for which he shelled out $24 million. It has six bedrooms, seven bathrooms, a 1.63-acre glorious garden, tennis court, and the house has even made several appearances over the years on his television shows. In his garage is a fleet of expensive cars, including a Bentley Continental GT Convertible, and Bugatti Veyron, among others.