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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Jimmy Connors | Clemmons | 1971-07-19 | Halle | 1995-06-19 | 8736d (23y 341d) |
| 2 |  Roger Federer | Toulouse | 1998-09-28 | Wimbledon | 2021-06-28 | 8309d (22y 279d) |
| 3 |  Feliciano Lopez | Vina del Mar | 2001-02-12 | Mallorca | 2023-06-26 | 8169d (22y 139d) |
| 4 | Rafael Nadal | Bastad | 2003-07-07 | Bastad | 2024-07-15 | 7679d (21y 14d) |
| 5 |  Tommy Haas | Indianapolis | 1996-08-12 | Stuttgart | 2017-06-12 | 7609d (20y 309d) |
| 6 |  Gael Monfils | Metz | 2004-10-11 | Auckland | 2025-01-06 | 7392d (20y 92d) |
| 7 | Richard Gasquet | Buenos Aires | 2004-02-16 | Estoril | 2024-04-01 | 7350d (20y 50d) |
| 8 |  Novak Djokovic | Zagreb | 2006-01-30 | Australian Open | 2026-01-28 | 7303d (20y 3d) |
| 9 | Andre Agassi | Stratton Mountain | 1986-08-04 | Los Angeles | 2006-07-24 | 7294d (19y 359d) |
| 10 |  Marin Cilic | Gstaad | 2006-07-10 | Dallas | 2026-02-13 | 7158d (19y 223d) |