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| Rank | Player | Age | Tournament |
|---|---|---|---|
| 1 | 40y 4d | Indian Wells Masters 2019 | |
| 2 | 39y 188d | Shanghai Masters 2024 | |
| 3 | 39y 185d | Indian Wells Masters 2026 | |
| 4 | 38y 232d | Madrid Masters 2025 | |
| 5 | 38y 197d | Miami Masters 2025 | |
| 6 | 38y 193d | Miami Masters 1991 | |
| 7 | 38y 183d | Indian Wells Masters 2025 | |
| 8 | 38y 40d | Rome Masters 2023 | |
| 9 | 38y 31d | Shanghai Masters 2024 | |
| 10 | 38y 26d | Madrid Masters 2023 |
