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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 | Robert Lutz | Macon | 1970-02-23 | Tampa | 1983-04-25 | 4809d (13y 64d) |
| 4 | Stan Smith | New York-1 | 1968-03-25 | Frankfurt WCT | 1981-03-30 | 4753d (13y 8d) |
| 5 | Ivan Lendl | Washington-1 | 1980-03-03 | Grand Slam Cup | 1991-12-10 | 4299d (11y 284d) |
| 6 | John McEnroe | San Jose | 1978-04-17 | Wembley | 1989-11-07 | 4222d (11y 207d) |
| 7 |  Thomaz Koch | Richmond | 1969-01-31 | Sao Paulo | 1980-04-28 | 4105d (11y 90d) |
| 8 |  Boris Becker | Tokyo-2 | 1985-10-21 | Grand Slam Cup | 1996-12-03 | 4061d (11y 46d) |
| 9 | Arthur Ashe | Philadelphia | 1968-02-08 | Washington-1 | 1979-03-12 | 4050d (11y 35d) |
| 10 | Peter Fleming | Fairfield | 1975-02-25 | Toronto-1 | 1986-02-03 | 3996d (10y 346d) |