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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 | Los Angeles-2 | 1970-09-21 | San Francisco | 1993-02-01 | 8169d (22y 139d) |
| 3 |  Richard Gasquet | Adelaide | 2002-12-30 | Montpellier | 2025-01-27 | 8064d (22y 34d) |
| 4 | Gael Monfils | Metz | 2004-10-11 | Acapulco | 2026-02-25 | 7807d (21y 142d) |
| 5 | Stan Wawrinka | Rotterdam | 2005-02-14 | Dubai | 2026-02-23 | 7679d (21y 14d) |
| 6 |  Feliciano Lopez | Delray Beach | 2002-03-04 | Acapulco | 2023-02-27 | 7665d (21y 0d) |
| 7 |  Novak Djokovic | Rotterdam | 2006-02-20 | Indian Wells Masters | 2026-03-09 | 7322d (20y 22d) |
| 8 | Fabrice Santoro | Toulouse | 1989-10-09 | Moscow | 2009-10-19 | 7315d (20y 15d) |
| 9 | Andre Agassi | Stratton Mountain | 1986-08-04 | Los Angeles | 2006-07-24 | 7294d (19y 359d) |
| 10 | Rafael Nadal | Auckland | 2004-01-12 | Brisbane | 2024-01-01 | 7294d (19y 359d) |