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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Jimmy Connors | Boston-2 | 1969-08-16 | Grand Slam Cup | 1991-12-10 | 8151d (22y 121d) |
| 2 |  Guillermo Vilas | Buenos Aires-2 | 1968-11-04 | Charleston | 1989-05-08 | 7490d (20y 190d) |
| 3 | Gustavo Guerrero | Barcelona | 1968-06-17 | Buenos Aires | 1987-11-16 | 7091d (19y 156d) |
| 4 |  Vijay Amritraj | Hilversum | 1970-07-27 | Sydney-2 | 1989-10-09 | 7014d (19y 79d) |
| 5 |  Kim Warwick | Brisbane | 1969-12-01 | Tokyo-1 | 1988-04-11 | 6706d (18y 136d) |
| 6 | John Alexander | Philadelphia | 1968-02-08 | Sydney-2 | 1985-12-09 | 6514d (17y 309d) |
| 7 |  Toshiro Sakai | Auckland | 1968-01-31 | Tokyo-1 | 1985-10-14 | 6466d (17y 261d) |
| 8 |  Jose Higueras | Barcelona | 1968-06-17 | La Quinta | 1986-02-24 | 6461d (17y 256d) |
| 9 |  Ilie Nastase | Parioli | 1968-03-25 | Toulouse | 1985-10-07 | 6405d (17y 200d) |
| 10 | Sherwood Stewart | Indianapolis | 1968-07-08 | Hong Kong | 1985-11-18 | 6342d (17y 137d) |