Jay Leno | $520 Million

It was definitely a rags-to-riches story for this long-time entertainer, comedian, and late-night host, Jay Leno, having worked his way up to the top through stand-up comedy gigs for years. He became famous for hosting The Tonight Show with Jay Leno for two decades, performing comedy routines every night, eventually earning a $520 million net worth. He also appeared numerous times on Late Night with David Letterman. Jay Leno is a superb professional and one of the hardest-working people on television.

In 2006 and 2007, he received a People’s Choice Award for Favorite Late-Night Talk Show Host. Despite his riches, he is known for his excellent money management skills. Indeed, he shared for one interview that he never touched the money he earned from hosting the Tonight Show. Leno uses this wealth to purchase materials he is hugely passionate about, such as vintage cars, motorcycles, and other vehicles (169 cars and 117 motorcycles).