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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 | 2007-06-25 | Wimbledon | 2025-06-30 | 6580d (18y 10d) |
| 3 |  Rafael Nadal | Wimbledon | 2006-06-26 | Wimbledon | 2022-06-27 | 5845d (16y 5d) |
| 4 |  John McEnroe | Wimbledon | 1977-06-20 | Wimbledon | 1992-06-22 | 5481d (15y 6d) |
| 5 | Jimmy Connors | Wimbledon | 1972-06-26 | Wimbledon | 1987-06-22 | 5474d (14y 364d) |
| 6 |  Boris Becker | Australian Open | 1984-11-26 | Wimbledon | 1997-06-23 | 4592d (12y 212d) |
| 7 |  Phil Dent | Australian Championships | 1968-01-19 | Australian Open | 1979-12-24 | 4357d (11y 342d) |
| 8 |  Goran Ivanisevic | Wimbledon | 1990-06-25 | Wimbledon | 2001-06-25 | 4018d (11y 3d) |
| 9 |  Tom Okker | Wimbledon | 1968-06-24 | Wimbledon | 1979-06-25 | 4018d (11y 3d) |
| 10 | Roscoe Tanner | US Open | 1972-08-30 | Wimbledon | 1983-06-20 | 3946d (10y 296d) |