16. Steve Stricker, $44,083,461
Steve Stricker will be the US 2020 Ryder Cup captain. Part of the reason why he earned that position was because of his success on the PGA Tour, which he joined the PGA Tour in 1994. Sticker used a steady putter to run up 12 PGA Tour victories and more than $43 million in career earnings. Stricker, 52, bounces between the PGA Tour and PGA Tour Champions. He won on the PGA Tour three times in 2009.