Phil Mickelson: $50.8 Million – Golf
As a 5-time Major champion and with 42 PGA victories, Mickelson takes home $40 million plus every year from his deals with Callaway, Barclays, KPMG, Exxon Mobil, Rolex and Amgen. After being diagnosed with psoriatic arthritis, he now endorses Enbre’s drug to treat the disease. Mickelson’s most recent win was at the 2013 British Open, and his $77 million in career prize money ranks as the second highest amount ever.