Vince McMahon – 2010 Bentley Continental GT, $200K
Although WWE chairman Vince McMahon has several cars lying around in his garage, his Bentley Continental GT 2010 model is a standout. However, Lady Luck hasn’t always been on McMahon’s side. Not only was the car stolen in 2015 (only to be found in the Bronx region of New York), but it also got totaled in a collision in 2017 less than a mile from the WWE headquarters. McMahon was virtually uninjured and as for the car, we assume every gearhead buys auto insurance.