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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Toulouse | 1998-09-28 | Doha | 2021-03-08 | 8197d (22y 167d) |
| 2 |  Jimmy Connors | Columbus | 1971-07-26 | San Francisco | 1993-02-01 | 7861d (21y 196d) |
| 3 |  Gael Monfils | Metz | 2004-10-11 | Auckland | 2025-01-06 | 7392d (20y 92d) |
| 4 | Andre Agassi | Stratton Mountain | 1986-08-04 | Los Angeles | 2006-07-24 | 7294d (19y 359d) |
| 5 |  Rafael Nadal | Auckland | 2004-01-12 | Brisbane | 2024-01-01 | 7294d (19y 359d) |
| 6 |  Novak Djokovic | Rotterdam | 2006-02-20 | Australian Open | 2026-01-28 | 7282d (19y 347d) |
| 7 | Richard Gasquet | Metz | 2004-10-11 | Winston-Salem | 2023-08-21 | 6888d (18y 318d) |
| 8 | Stan Wawrinka | Auckland | 2006-01-09 | Stockholm | 2024-10-14 | 6853d (18y 283d) |
| 9 |  Marin Cilic | Beijing | 2007-09-10 | Dallas | 2026-02-13 | 6731d (18y 161d) |
| 10 | Fabrice Santoro | Toulouse | 1990-10-01 | Dubai | 2009-02-23 | 6720d (18y 150d) |