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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Pete Sampras | Philadelphia | 1990-02-19 | Vienna | 1998-10-12 | 3157d (8y 237d) |
| 2 |  Magnus Gustafsson | Brussels | 1990-02-12 | Singapore | 1997-10-06 | 2793d (7y 238d) |
| 3 |  Goran Ivanisevic | Brussels | 1990-02-12 | Vienna | 1997-10-06 | 2793d (7y 238d) |
| 4 | Jim Courier | Philadelphia | 1990-02-19 | Singapore | 1997-10-06 | 2786d (7y 231d) |
| 5 |  Petr Korda | Toronto-1 | 1990-02-12 | Milan | 1997-02-24 | 2569d (7y 14d) |
| 6 |  Jan Siemerink | Stuttgart Indoor | 1991-02-18 | London | 1998-02-23 | 2562d (7y 7d) |
| 7 |  Boris Becker | Brussels | 1990-02-12 | Vienna | 1996-10-07 | 2429d (6y 239d) |
| 8 |  Wayne Ferreira | Tokyo Indoor | 1992-10-12 | Rotterdam | 1999-02-15 | 2317d (6y 127d) |
| 9 | Richard Krajicek | Stuttgart Indoor | 1993-02-15 | London | 1999-02-22 | 2198d (6y 8d) |
| 10 | Stefan Edberg | Tokyo-2 | 1990-10-08 | Vienna | 1996-10-07 | 2191d (6y 1d) |