Jay Leno | Est. $450 million

The legendary comedian Jay Leno has earned himself a net worth of $450 million. His impressive net worth is credited to his long-running career in Hollywood and his popular talk shows The Tonight Show with Jay Leno. Leno’s success has earned him a faithful following despite his retirement from hosting the show. But as his hosting stints came to an end, he made a new career plan for himself.

With the number of earnings he made throughout his career, he chose to invest it to make his own content. He also acquired properties and assets along the way. Among the many assets he owns, his collection of luxury cars seems to be what gives him the most pride. The funny guy, with his gift of hosting, still made two of his passions work together. It was reported that he hosted a show featuring his collection and that of others as well! Now that is one smart way to make a living.