Steve Harvey | Bentley Mulsanne | $305,000
No one would think that at one point, Steve Harvey was so broke he probably had to resort to personal loans. He is highly successful now due to a combination of luck and determination. The Miss Universe host began his career as a comedian, doing standup comedy in the 1980s. Trying on a different career path, he did his last standup show in 2012 and then focused on hosting instead.
Now that he is rich, Harvey could afford the most insane cars out there. Among the most expensive in his collection is a Bentley Mulsanne he gifted himself on his 59th birthday. It was even wrapped in a red bow when it was delivered to him, which was a stark and fitting contrast to the white exterior of the vehicle. It is not a very environmentally-friendly car, though, so he might want to buy an electric vehicle in the future.