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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 |  Rafael Nadal | Monte Carlo Masters | 2003-04-14 | Rome Masters | 2024-05-06 | 7693d (21y 28d) |
| 3 |  Roger Federer | Monte Carlo Masters | 1999-04-19 | Rome Masters | 2019-05-13 | 7329d (20y 29d) |
| 4 |  Tommy Haas | Hamburg Masters | 1997-05-05 | Rome Masters | 2017-05-15 | 7315d (20y 15d) |
| 5 | Gael Monfils | Monte Carlo Masters | 2005-04-11 | Madrid Masters | 2025-04-21 | 7315d (20y 15d) |
| 6 | Stan Wawrinka | Rome Masters | 2005-05-02 | Monte Carlo Masters | 2025-04-07 | 7280d (19y 345d) |
| 7 |  Novak Djokovic | Monte Carlo Masters | 2006-04-17 | Madrid Masters | 2025-04-21 | 6944d (19y 9d) |
| 8 |  Fabio Fognini | Rome Masters | 2006-05-08 | Rome Masters | 2025-05-05 | 6937d (19y 2d) |
| 9 | Fabrice Santoro | Monte Carlo Masters | 1990-04-23 | Rome Masters | 2008-05-05 | 6587d (18y 17d) |
| 10 |  Andy Murray | Monte Carlo Masters | 2006-04-17 | Rome Masters | 2023-05-08 | 6230d (17y 25d) |