Biggest timespan between 2 entries
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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Thomas Muster | Kitzbuhel | 1984-07-23 | Vienna | 2011-10-24 | 9954d (27y 99d) |
| 2 |  Jimmy Connors | Boston-2 | 1969-08-16 | Atlanta | 1996-04-29 | 9753d (26y 263d) |
| 3 |  Feliciano Lopez | Barcelona | 1998-04-13 | Mallorca | 2023-06-26 | 9205d (25y 80d) |
| 4 |  Guillermo Vilas | Buenos Aires-2 | 1968-11-04 | Bordeaux | 1992-09-14 | 8715d (23y 320d) |
| 5 |  Richard Gasquet | Monte Carlo Masters | 2002-04-15 | Roland Garros | 2025-05-26 | 8442d (23y 47d) |
| 6 | Tommy Robredo | Barcelona | 1999-04-12 | Barcelona | 2022-04-18 | 8407d (23y 12d) |
| 7 |  Roger Federer | Gstaad | 1998-07-06 | Wimbledon | 2021-06-28 | 8393d (22y 363d) |
| 8 | Stan Wawrinka | Gstaad | 2003-07-07 | Barcelona | 2026-04-13 | 8316d (22y 286d) |
| 9 |  Vijay Amritraj | Hilversum | 1970-07-27 | Doha | 1993-01-04 | 8197d (22y 167d) |
| 10 | Rafael Nadal | Mallorca | 2002-04-29 | Paris Olympics | 2024-07-29 | 8127d (22y 97d) |