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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Richard Gasquet | Monte Carlo Masters | 2002-04-15 | Monte Carlo Masters | 2025-04-07 | 8393d (22y 363d) |
| 2 | Gael Monfils | Paris Masters | 2004-11-01 | Monte Carlo | 2026-04-05 | 7825d (21y 160d) |
| 3 |  Rafael Nadal | Monte Carlo Masters | 2003-04-14 | Madrid Masters | 2024-04-22 | 7679d (21y 14d) |
| 4 |  Novak Djokovic | Paris Masters | 2005-10-31 | Indian Wells Masters | 2026-03-08 | 7433d (20y 133d) |
| 5 |  Tommy Haas | Miami Masters | 1997-03-17 | Rome Masters | 2017-05-15 | 7364d (20y 64d) |
| 6 |  Roger Federer | Stuttgart Masters | 2000-10-30 | Shanghai Masters | 2019-10-07 | 6916d (18y 346d) |
| 7 | Feliciano Lopez | Madrid Masters | 2002-10-14 | Canada Masters | 2021-08-09 | 6874d (18y 304d) |
| 8 |  Andy Murray | Cincinnati Masters | 2005-08-15 | Miami Masters | 2024-03-18 | 6790d (18y 220d) |
| 9 | Stan Wawrinka | Rome Masters | 2005-05-02 | Cincinnati Masters | 2023-08-14 | 6678d (18y 108d) |
| 10 | Fabrice Santoro | Hamburg Masters | 1990-05-07 | Miami Masters | 2008-03-27 | 6534d (17y 329d) |