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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Monte Carlo Masters | 2001-04-16 | Rome Masters | 2019-05-13 | 6601d (18y 31d) |
| 2 |  Rafael Nadal | Monte Carlo Masters | 2005-04-11 | Madrid Masters | 2022-05-02 | 6230d (17y 25d) |
| 3 |  Tommy Haas | Hamburg Masters | 1997-05-05 | Rome Masters | 2014-05-11 | 6215d (17y 10d) |
| 4 |  Novak Djokovic | Rome Masters | 2007-05-07 | Monte Carlo Masters | 2024-04-08 | 6181d (16y 341d) |
| 5 | Fernando Verdasco | Rome Masters | 2005-05-02 | Rome Masters | 2019-05-13 | 5124d (14y 14d) |
| 6 |  Richard Gasquet | Monte Carlo Masters | 2005-04-11 | Monte Carlo Masters | 2018-04-16 | 4753d (13y 8d) |
| 7 |  Grigor Dimitrov | Monte Carlo Masters | 2013-04-14 | Monte Carlo Masters | 2025-04-07 | 4376d (11y 361d) |
| 8 | Carlos Moya | Monte Carlo Masters | 1997-04-21 | Hamburg Masters | 2008-05-11 | 4038d (11y 23d) |
| 9 | Stan Wawrinka | Rome Masters | 2008-05-05 | Madrid Masters | 2019-05-06 | 4018d (11y 3d) |
| 10 | David Ferrer | Hamburg Masters | 2004-05-10 | Rome Masters | 2015-05-10 | 4017d (11y 2d) |