Rory McIlroy's Caddie Earned Huge Payday With His Masters Win

With his second straight Masters win, Rory McIlroy took home a sizeable chunk of change at Augusta. But as it turns out, his caddie gets a nice bonus too.

McIlroy's prize for winning the Masters this year was a whopping $4.5 million. The feat of winning back-to-back Masters puts him in elite company with Jack Nicklaus, Nick Faldo and Tiger Woods.

As for McIlroy's caddie and longtime friend Harry Diamond, multiple outlets reported that he's set to take home roughly $450,000. Per the report, caddies generally earn around 10-percent of the player's winnings. However, outlets suggest that Diamond's own cut could be more given how close he is with McIlroy.

Rory and Harry

The relationship between McIlroy and Diamond is rooted as much in personal history as professional partnership. The two grew up together in Northern Ireland and have been close friends since childhood, with Diamond joining McIlroy's bag full-time in 2017. McIlroy has repeatedly emphasized that comfort is the foundation of their success, recently saying Diamond provides "a level of comfort… that probably no one else in the world could." Diamond was McIlroy's best man, and their shared background has helped stabilize McIlroy through both career slumps and personal challenges.

Recent comments from McIlroy around the 2026 Masters have highlighted just how emotionally significant Diamond is to him. In one widely discussed quote, McIlroy described Diamond as "the big brother I never had," reflecting how their relationship fills a personal void as well as a professional role. He has also consistently defended Diamond against criticism - especially during years when McIlroy struggled in majors - insisting that their partnership is built on loyalty and mutual understanding rather than technical micromanagement.

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This story was originally published April 14, 2026 at 9:12 AM.