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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 | Ivan Lendl | Washington-1 | 1980-03-03 | Tokyo Indoor | 1993-10-11 | 4970d (13y 225d) |
| 3 |  Anders Jarryd | Linz | 1982-03-08 | Beijing | 1994-10-17 | 4606d (12y 226d) |
| 4 | John McEnroe | Hartford | 1978-09-18 | Chicago | 1991-02-25 | 4543d (12y 163d) |
| 5 |  Jaime Fillol Sr. | Washington-1 | 1971-02-04 | Itaparica | 1982-11-22 | 4309d (11y 294d) |
| 6 | Robert Lutz | Cologne WCT | 1971-10-11 | Tampa | 1983-04-25 | 4214d (11y 199d) |
| 7 |  Boris Becker | Wembley | 1985-11-11 | Grand Slam Cup | 1996-12-03 | 4040d (11y 25d) |
| 8 |  Greg Rusedski | Beijing | 1993-10-18 | Moscow | 2004-10-11 | 4011d (10y 361d) |
| 9 | Arthur Ashe | New York-1 | 1968-03-25 | Memphis | 1979-02-26 | 3990d (10y 340d) |
| 10 | Stan Smith | Dallas | 1969-04-21 | Frankfurt WCT | 1980-03-17 | 3983d (10y 333d) |