Dr. Dre – Cadillac Escalade ESV, Estimated $400K
When Dr. Dre bought himself a fully customized 2016 Cadillac Escalade ESV worth around $400K, he knew it was the right type of vehicle for one of the three richest hip-hop artists in the world. His car insurance alone probably costs more than our entire house and other assets combined. Well, he has an estimated net worth of $830 million, so who are we to judge?