Phil Mickelson – $41M

Phil Mickelson launched his professional golfing career in 1992. It has been almost three decades, and he’s still going at it. In fact, his most recent win at the 2021 “PGA Championship” made him the oldest golfer in history to have won a major championship.

With a total of 45 event wins in the “PGA Tour,” the cumulative prize money won over Mickelson’s career exceeds $94 million. He is also an entrepreneur, the co-founder of “Coffee For Wellness,” all of which contributed to his yearly earnings of $41 million. Mickelson’s endorsement portfolio is pretty big with ongoing contracts with “Callaway,” “KPMG,” and “VistaJet,” among others.