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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | US Open | 2005-08-29 | Australian Open | 2026-01-22 | 7451d (20y 151d) |
| 2 |  Stan Wawrinka | US Open | 2005-08-29 | Australian Open | 2026-01-22 | 7451d (20y 151d) |
| 3 | Roger Federer | Australian Open | 2000-01-17 | Australian Open | 2020-01-20 | 7308d (20y 8d) |
| 4 |  Rafael Nadal | Australian Open | 2004-01-19 | US Open | 2022-08-29 | 6797d (18y 227d) |
| 5 |  Fabrice Santoro | US Open | 1990-08-27 | Australian Open | 2009-01-19 | 6720d (18y 150d) |
| 6 | Feliciano Lopez | Australian Open | 2003-01-13 | Australian Open | 2021-02-08 | 6601d (18y 31d) |
| 7 |  Marin Cilic | Australian Open | 2008-01-14 | Australian Open | 2026-01-22 | 6583d (18y 13d) |
| 8 |  Andre Agassi | US Open | 1988-08-29 | US Open | 2006-08-28 | 6573d (18y 3d) |
| 9 | Gael Monfils | Australian Open | 2007-01-15 | Australian Open | 2025-01-13 | 6573d (18y 3d) |
| 10 | Richard Gasquet | US Open | 2005-08-29 | US Open | 2022-08-29 | 6209d (17y 4d) |