Derek Jeter – $195 million
Former Yankee player Derek Jeter has a laundry list of accolades attached to his name. The MLB star is ranked 6th in history in career hits and 1st among shortstops. He is a 5-time World Series champion and a 14-time All-Star. In 2017, the Yankees retired Jeter’s jersey number 2. A star both on and off the field, Jeter has been known for dating high-profile celebrities.