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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Queen's Club | 1999-06-07 | Wimbledon | 2021-06-28 | 8057d (22y 27d) |
| 2 |  Jimmy Connors | Boston-2 | 1969-08-16 | Wimbledon | 1991-06-24 | 7982d (21y 317d) |
| 3 |  Gael Monfils | Queen's Club | 2005-06-06 | Wimbledon | 2025-06-30 | 7329d (20y 29d) |
| 4 | Richard Gasquet | Queen's Club | 2002-06-10 | Wimbledon | 2022-06-27 | 7322d (20y 22d) |
| 5 |  Novak Djokovic | Wimbledon | 2005-06-20 | Wimbledon | 2025-06-30 | 7315d (20y 15d) |
| 6 |  Rafael Nadal | Wimbledon | 2003-06-23 | Wimbledon | 2022-06-27 | 6944d (19y 9d) |
| 7 |  Andy Murray | Queen's Club | 2005-06-06 | Wimbledon | 2023-07-03 | 6601d (18y 31d) |
| 8 |  Marin Cilic | Queen's Club | 2007-06-11 | Wimbledon | 2025-06-30 | 6594d (18y 24d) |
| 9 | Stan Wawrinka | Wimbledon | 2006-06-26 | Wimbledon | 2024-07-01 | 6580d (18y 10d) |
| 10 |  Tommy Haas | Wimbledon | 1997-06-23 | Wimbledon | 2015-06-29 | 6580d (18y 10d) |