Steve Harvey | Bentley Mulsanne | Approximately $300,000

Steve Harvey set about as a stand-up comedian and went on to land a hosting gig on Showtime at the Apollo as well as his own sitcom on WB network. He also became one of the four comedians featured on The Original Kings of Comedy by Spike Lee. In 2000, Harvey launched a long-running radio program, The Steve Harvey Morning Show, which channeled its content into the best-selling relationship book entitled Act Like a Lady, Think Like a Man.

While reworking himself into a major radio personality, Harvey took on several projects, including his big-screen debut with a minor role in The Fighting Temptations in 2003. Soon after, he secured larger supporting roles in movies like You Got Served, Johnson Family Vacations, and as a voice actor in Racing Stripes. From then onward, Harvey’s career thrived over the years, increasing his net worth to hundreds of millions of dollars and using some of it as investment money in purchasing several properties. On the other hand, while Harvey gifted her wife with a Roll-Royce Phantom Drophead Coupe, his beloved reciprocated the gesture by surprising him on his 59th birthday with a Bentley Mulsanne—an addition to his fleet of cars.