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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Roger Federer | Marseille | 2000-02-07 | Basel | 2019-10-21 | 7196d (19y 261d) |
| 2 |  Novak Djokovic | Metz | 2006-10-02 | Australian Open | 2026-01-30 | 7060d (19y 125d) |
| 3 |  Gael Monfils | Metz | 2005-10-03 | Auckland | 2025-01-06 | 7035d (19y 100d) |
| 4 |  Andre Agassi | Seoul | 1987-04-20 | US Open | 2005-08-29 | 6706d (18y 136d) |
| 5 | Richard Gasquet | Metz | 2004-10-11 | Auckland | 2023-01-09 | 6664d (18y 94d) |
| 6 | Jimmy Connors | Columbus | 1971-07-26 | Tel Aviv | 1989-10-16 | 6657d (18y 87d) |
| 7 |  Rafael Nadal | Auckland | 2004-01-12 | Indian Wells Masters | 2022-03-07 | 6629d (18y 59d) |
| 8 |  Andy Murray | Bangkok | 2005-09-26 | Doha | 2023-02-20 | 6356d (17y 151d) |
| 9 |  Kei Nishikori | Delray Beach | 2008-02-11 | Hong Kong | 2024-12-29 | 6166d (16y 326d) |
| 10 |  Marin Cilic | New Haven | 2008-08-17 | Hangzhou | 2024-09-18 | 5876d (16y 36d) |