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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Wimbledon | 2003-06-23 | Wimbledon | 2019-07-01 | 5852d (16y 12d) |
| 2 |  Novak Djokovic | Wimbledon | 2011-06-20 | Wimbledon | 2024-07-01 | 4760d (13y 15d) |
| 3 |  Jimmy Connors | Australian Open | 1973-12-26 | Wimbledon | 1984-06-25 | 3834d (10y 184d) |
| 4 |  Boris Becker | Wimbledon | 1985-06-24 | Wimbledon | 1995-06-26 | 3654d (10y 4d) |
| 5 |  Goran Ivanisevic | Wimbledon | 1992-06-22 | Wimbledon | 2001-06-25 | 3290d (9y 5d) |
| 6 | Pete Sampras | Wimbledon | 1993-06-21 | Wimbledon | 2000-06-26 | 2562d (7y 7d) |
| 7 | Andre Agassi | Wimbledon | 1992-06-22 | Wimbledon | 1999-06-21 | 2555d (7y 0d) |
| 8 | Arthur Ashe | US Open | 1968-08-29 | Wimbledon | 1975-06-23 | 2489d (6y 299d) |
| 9 |  John Newcombe | Wimbledon | 1969-06-23 | Australian Open | 1975-12-26 | 2377d (6y 187d) |
| 10 |  Bjorn Borg | Wimbledon | 1976-06-21 | Wimbledon | 1981-06-22 | 1827d (5y 2d) |