Ralph Lauren – Vintage Bentley Blower, Estimated $5 Million
When you are Ralph Lauren, there is no fitting way to celebrate your 50th anniversary in the fashion industry than with a star-studded extravaganza in Central Park, New York. It was a veritable whos-who of movers and shakers from various industries. The extravagant affair incorporated a digital installation, fashion show, drinks party, and a gala dinner. With so many high-achieving years behind him, having a $50-million collection of 22 vintage cars as he does is no big deal. And his 1929 Bentley Blower at $5 million is a beaut. It’s all backed by his approximate $5.5 billion net worth!