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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Metz | 2006-10-02 | Athens | 2025-11-03 | 6972d (19y 37d) |
| 2 |  Roger Federer | Sydney | 2002-01-07 | Basel | 2019-10-21 | 6496d (17y 291d) |
| 3 |  Jimmy Connors | Jacksonville | 1972-01-12 | Tel Aviv | 1989-10-16 | 6487d (17y 282d) |
| 4 | Andre Agassi | Itaparica | 1987-11-23 | Los Angeles | 2005-07-25 | 6454d (17y 249d) |
| 5 |  Rafael Nadal | Canada Masters | 2005-08-08 | Acapulco | 2022-02-21 | 6041d (16y 201d) |
| 6 |  Marin Cilic | New Haven | 2008-08-17 | Hangzhou | 2024-09-18 | 5876d (16y 36d) |
| 7 |  Lleyton Hewitt | Adelaide | 1998-01-05 | Brisbane | 2013-12-29 | 5837d (15y 362d) |
| 8 |  Richard Gasquet | Mumbai | 2007-09-24 | Auckland | 2023-01-09 | 5586d (15y 111d) |
| 9 | Gael Monfils | Metz | 2009-09-21 | Auckland | 2025-01-06 | 5586d (15y 111d) |
| 10 |  Tommy Haas | Memphis | 1999-02-15 | Vienna | 2013-10-14 | 5355d (14y 245d) |