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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Wimbledon | 2007-06-25 | Wimbledon | 2025-06-30 | 6580d (18y 10d) |
| 2 |  Roger Federer | Wimbledon | 2003-06-23 | Wimbledon | 2019-07-01 | 5852d (16y 12d) |
| 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 | Australian Open | 1973-12-26 | Wimbledon | 1987-06-22 | 4926d (13y 181d) |
| 6 |  Goran Ivanisevic | Wimbledon | 1990-06-25 | Wimbledon | 2001-06-25 | 4018d (11y 3d) |
| 7 | Arthur Ashe | Wimbledon | 1968-06-24 | Australian Open | 1978-12-25 | 3836d (10y 186d) |
| 8 |  Boris Becker | Wimbledon | 1985-06-24 | Wimbledon | 1995-06-26 | 3654d (10y 4d) |
| 9 |  Tom Okker | US Open | 1968-08-29 | Wimbledon | 1978-06-26 | 3588d (9y 303d) |
| 10 | Andre Agassi | Wimbledon | 1992-06-22 | Wimbledon | 2001-06-25 | 3290d (9y 5d) |