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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 37y 221d | Miami Masters 2019 | |
| 2 | 36y 161d | Paris Masters 2023 | |
| 3 | 36y 84d | Cincinnati Masters 2023 | |
| 4 | 36y 62d | Shanghai Masters 2017 | |
| 5 | 35y 224d | Miami Masters 2017 | |
| 6 | 35y 210d | Indian Wells Masters 2017 | |
| 7 | 34y 352d | Rome Masters 2022 | |
| 8 | 34y 339d | Rome Masters 2021 | |
| 9 | 34y 163d | Paris Masters 2021 | |
| 10 | 34y 95d | Cincinnati Masters 2004 | |
| 11 | 34y 7d | Cincinnati Masters 2015 | |
| 12 | 33y 115d | Rome Masters 2020 | |
| 13 | 33y 92d | Cincinnati Masters 2020 | |
| 14 | 33y 62d | Canada Masters 2019 | |
| 15 | 33y 57d | Shanghai Masters 2014 | |
| 16 | 33y 1d | Cincinnati Masters 2014 | |
| 17 | 32y 344d | Rome Masters 2019 | |
| 18 | 32y 326d | Miami Masters 2018 | |
| 19 | 32y 322d | Miami Masters 2003 | |
| 20 | 32y 168d | Madrid Masters 2002 |
