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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Wimbledon | 2001-06-25 | Wimbledon | 2021-06-28 | 7308d (20y 8d) |
| 2 |  Novak Djokovic | Wimbledon | 2006-06-26 | Wimbledon | 2025-06-30 | 6944d (19y 9d) |
| 3 |  Marin Cilic | Wimbledon | 2008-06-23 | Wimbledon | 2025-06-30 | 6216d (17y 11d) |
| 4 |  Rafael Nadal | Wimbledon | 2006-06-26 | Wimbledon | 2022-06-27 | 5845d (16y 5d) |
| 5 |  Jimmy Connors | Wimbledon | 1972-06-26 | Wimbledon | 1988-06-20 | 5838d (15y 363d) |
| 6 | John McEnroe | Wimbledon | 1977-06-20 | Wimbledon | 1992-06-22 | 5481d (15y 6d) |
| 7 |  Phil Dent | Australian Championships | 1968-01-19 | Australian Open | 1982-12-02 | 5431d (14y 321d) |
| 8 |  Boris Becker | Australian Open | 1984-11-26 | Wimbledon | 1999-06-21 | 5320d (14y 210d) |
| 9 | John Alexander | Wimbledon | 1969-06-23 | Australian Open | 1982-12-02 | 4910d (13y 165d) |
| 10 |  Jonas Bjorkman | Wimbledon | 1994-06-20 | Wimbledon | 2007-06-25 | 4753d (13y 8d) |