Larry Ellison
Oracle founder and CEO Larry Ellison is reportedly worth $41 billion, as of September 2012. Ellison is an avid adventurer. Not only is Ellison a licensed pilot, but he also won the America's Cup, a prestigious yacht race, in 2010, and was even a crew member for one of the races. In 2012, Ellison purchased the island of Lanai, Hawaii's sixth-largest island, from David Murdock of Dole Foods. The 88,000-acre island comes with two Four Seasons resorts, two golf courses and a stable. Although it's not known what he paid for the purchase, estimates are between $500 and $600 million in an all-cash deal.