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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Jimmy Connors | Salisbury | 1971-02-14 | Paris Masters | 1991-10-28 | 7561d (20y 261d) |
| 2 |  Fabrice Santoro | Paris Masters | 1990-10-29 | Paris Masters | 2006-10-30 | 5845d (16y 5d) |
| 3 | John McEnroe | San Francisco | 1977-09-26 | Paris Masters | 1992-11-02 | 5516d (15y 41d) |
| 4 | Scott Davis | Los Angeles | 1979-09-17 | Tokyo Indoor | 1994-10-10 | 5502d (15y 27d) |
| 5 |  Jonas Bjorkman | Stockholm Masters | 1992-10-26 | Paris Masters | 2006-10-30 | 5117d (14y 7d) |
| 6 |  Boris Becker | Philadelphia | 1985-01-21 | Paris Masters | 1998-11-02 | 5033d (13y 288d) |
| 7 | Guy Forget | Philadelphia | 1983-01-31 | Paris Masters | 1996-10-28 | 5019d (13y 274d) |
| 8 | Thomas Enqvist | Stockholm Masters | 1991-10-21 | Paris Masters | 2004-11-01 | 4760d (13y 15d) |
| 9 | Jeff Borowiak | Philadelphia | 1970-02-02 | Philadelphia | 1983-01-31 | 4746d (13y 1d) |
| 10 | Tim Wilkison | Memphis | 1977-02-28 | Philadelphia | 1990-02-19 | 4739d (12y 359d) |