Jay Leno

With each family member having their own line of work, his mom a homemaker and his father an insurance salesman, Jay Leno maintained the variety when he pursued a career in comedy. Born on April 28, 1950, he made his way to the entertainment industry in 1977 when he did a stand-up routine on The Tonight Show. A few years later, who would have expected him to finally become a host of his very own late-night talk show?

Besides his stint on The Jay Leno Show and The Tonight Show with Jay Leno, the comedian and talk show host is also known for his love for all things related to vehicles. Thanks to the fortune he has accumulated through the years, he now reportedly has 286 beauties in his garage, 169 of which are cars. These include supercars like the Koenigsegg CCXR Trevita, a 1967 Lamborghini Miura P400, and a McLaren F1 he bought for a whopping $12 million.