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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 37y 299d | Miami Masters 2025 | |
| 2 | 37y 221d | Miami Masters 2019 | |
| 3 | 37y 207d | Indian Wells Masters 2019 | |
| 4 | 37y 133d | Shanghai Masters 2024 | |
| 5 | 37y 4d | Cincinnati Masters 2018 | |
| 6 | 36y 208d | Indian Wells Masters 2018 | |
| 7 | 36y 161d | Paris Masters 2023 | |
| 8 | 36y 84d | Cincinnati Masters 2023 | |
| 9 | 36y 62d | Shanghai Masters 2017 | |
| 10 | 35y 364d | Canada Masters 2017 | |
| 11 | 35y 277d | Indian Wells Masters 2022 | |
| 12 | 35y 224d | Miami Masters 2017 | |
| 13 | 35y 210d | Indian Wells Masters 2017 | |
| 14 | 35y 162d | Paris Masters 2022 | |
| 15 | 35y 101d | Canada Masters 2005 | |
| 16 | 34y 163d | Paris Masters 2021 | |
| 17 | 34y 95d | Cincinnati Masters 2004 | |
| 18 | 34y 7d | Cincinnati Masters 2015 | |
| 19 | 33y 325d | Miami Masters 2019 | |
| 20 | 33y 215d | Indian Wells Masters 2015 |
