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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Wimbledon | 1999-06-21 | Wimbledon | 2021-06-28 | 8043d (22y 13d) |
| 2 |  Jimmy Connors | US Open | 1970-09-02 | Wimbledon | 1992-06-22 | 7964d (21y 299d) |
| 3 |  Tommy Haas | Wimbledon | 1997-06-23 | Wimbledon | 2017-07-03 | 7315d (20y 15d) |
| 4 |  Gael Monfils | Wimbledon | 2005-06-20 | Wimbledon | 2025-06-30 | 7315d (20y 15d) |
| 5 |  Novak Djokovic | Wimbledon | 2005-06-20 | Wimbledon | 2025-06-30 | 7315d (20y 15d) |
| 6 |  Feliciano Lopez | Wimbledon | 2002-06-24 | Wimbledon | 2022-06-27 | 7308d (20y 8d) |
| 7 | Richard Gasquet | Wimbledon | 2004-06-21 | Wimbledon | 2023-07-03 | 6951d (19y 16d) |
| 8 | Stan Wawrinka | Wimbledon | 2005-06-20 | Wimbledon | 2024-07-01 | 6951d (19y 16d) |
| 9 | Andre Agassi | Wimbledon | 1987-06-22 | Wimbledon | 2006-06-26 | 6944d (19y 9d) |
| 10 | Rafael Nadal | Wimbledon | 2003-06-23 | Wimbledon | 2022-06-27 | 6944d (19y 9d) |