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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Jimmy Connors | Baltimore | 1972-01-07 | Milan | 1988-02-15 | 5883d (16y 43d) |
| 2 |  Jaime Fillol Sr. | New Orleans-2 | 1968-12-27 | Itaparica | 1982-11-22 | 5078d (13y 333d) |
| 3 | John McEnroe | San Jose | 1978-04-17 | Rotterdam | 1992-02-24 | 5061d (13y 316d) |
| 4 | Ivan Lendl | Washington-1 | 1980-03-03 | Tokyo Indoor | 1993-10-11 | 4970d (13y 225d) |
| 5 |  Anders Jarryd | Bangkok | 1981-11-16 | Copenhagen | 1995-03-06 | 4858d (13y 113d) |
| 6 |  Guy Forget | Taipei | 1982-11-08 | Milan | 1996-02-26 | 4858d (13y 113d) |
| 7 | Robert Lutz | Macon | 1970-02-23 | Tampa | 1983-04-25 | 4809d (13y 64d) |
| 8 | Stan Smith | New York-1 | 1968-03-25 | Frankfurt WCT | 1981-03-30 | 4753d (13y 8d) |
| 9 | Andre Agassi | Philadelphia | 1989-02-20 | Lyon | 2000-11-06 | 4277d (11y 262d) |
| 10 |  Thomaz Koch | Richmond | 1969-01-31 | Sao Paulo | 1980-04-28 | 4105d (11y 90d) |