2. Phil Mickelson, $90,761,239
Phil Mickelson has enjoyed nearly unrivaled success since PGA Tour in since 1992. He’s won 44 times, with his most-recent victory coming at the 2019 Pebble Beach Pro-Am. He adds to that five major championships, and has won 10 European Tour events. Even with all that, he trails our leader by more than $25 million, the same guy he beat in a $9 million (that money doesn’t count here) winner-take-all, pay-per-view event in 2018. Mickelson finished T-28 at the 2019 WGC-HSBC Champions, the final event he played in before falling out of the top 50 in the Official World Golf Ranking for the first time since 1993.