Here’s the latest I can share based on recent reporting:
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Harry Diamond, Rory McIlroy’s caddie, has been widely profiled for earning a substantial share of McIlroy’s winnings. Reports from 2025–2026 indicate Diamond’s earnings in the ballpark of six-figure to seven-figure amounts in a single season, driven by standard caddie shares (often cited around 5–10% of winnings, with higher shares for wins) and performance bonuses. These figures have been echoed by outlets highlighting McIlroy’s Masters, Players, and Pebble Beach success as key drivers.[2][3][4]
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Some outlets have specifically noted that Diamond’s total earnings in a given year could surpass €8–€10 million in aggregate across multiple events, depending on McIlroy’s results and prize structures, illustrating how lucrative top-tier caddie roles can be for elite players.[1][4]
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For context, McIlroy’s own income remains heavily weighted toward endorsements and sponsorships, with annual totals in the tens of millions and endorsements often supplying the largest share of earnings in recent years. This backdrop helps explain the high earnings potential for his caddie when performances are strong.[3]
Illustration: If a caddie earns about 6% of a win and 2% for a strong top-10 finish, and a star player like McIlroy secures multiple wins in a season, the caddie can reach six figures or more quickly; with several high-visibility wins (e.g., Masters, Players), seven-figure seasons become plausible. This aligns with the reporting cited above.[4][2]
If you’d like, I can pull the most recent specific figures from the latest articles and provide direct quotes with links.