Mark Cuban's planes

Cuban also owns three private jets: a Gulfstream V, Boeing 757, and a Boeing 767. When he bought the Gulfstream online in 1999, the Guinness Book of World Records named the $40 million purchase the largest e-commerce buy ever.

"It means I have more hours in my day to spend with friends and family," he explained to the Wall Street Journal in 2010. "It means I can get more work done. It means I can travel comfortably with my family. It’s a life- and game-changer."