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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Wimbledon | 2005-06-20 | Wimbledon | 2025-06-30 | 7315d (20y 15d) |
| 2 |  Roger Federer | Wimbledon | 2001-06-25 | Wimbledon | 2021-06-28 | 7308d (20y 8d) |
| 3 |  Gael Monfils | Wimbledon | 2005-06-20 | Wimbledon | 2024-07-01 | 6951d (19y 16d) |
| 4 |  Rafael Nadal | Wimbledon | 2003-06-23 | Wimbledon | 2022-06-27 | 6944d (19y 9d) |
| 5 |  Jimmy Connors | Wimbledon | 1972-06-26 | Wimbledon | 1991-06-24 | 6937d (19y 2d) |
| 6 |  Marin Cilic | Wimbledon | 2008-06-23 | Wimbledon | 2025-06-30 | 6216d (17y 11d) |
| 7 | Richard Gasquet | Wimbledon | 2005-06-20 | Wimbledon | 2022-06-27 | 6216d (17y 11d) |
| 8 | Stan Wawrinka | Wimbledon | 2006-06-26 | Wimbledon | 2023-07-03 | 6216d (17y 11d) |
| 9 |  Andy Murray | Wimbledon | 2005-06-20 | Wimbledon | 2021-06-28 | 5852d (16y 12d) |
| 10 | Jeff Borowiak | US Open | 1968-08-29 | Australian Open | 1983-11-29 | 5570d (15y 95d) |