Alex Rodriguez

Rodriguez played out a controversial, yet entertaining career in the MLB. While performance-enhancing drugs dampened his legacy like several other big-name baseball players, he still climbed the record books and brought fans to the ballpark. In 2000, he signed the biggest sports contract in history at the time, when he agreed to terms on a 10-year, $250 million contract with the Texas Rangers.

In 2017, the former player was spotted in a brand new jet. He already had a LearJet 60, but he had upgraded to a Gulfstream IV, the same model owned by Tom Cruise. The bigger plane sits 14 and allows A-Rod and his girlfriend Jennifer Lopez to fly further, with twice the mileage capacity.