8. Matt Kuchar, $50,002,667
Kuchar has moved past the flap created by his $5,000 payment to the caddie at the the 2018 Mayakoba Championship, and has regained stature among golf fans. Kuchar always seems to be in the mix because he has 101 top-10 finishes in his career. Kuchar ended a victory drought at the Mayakoba and added two more victories in early 2019. He surpassed the $50 million-career mark with his T-52 finish and the $21,571 earned at the BMW Championship.