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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Jimmy Connors | New York | 1971-02-09 | Grand Slam Cup | 1991-12-10 | 7609d (20y 309d) |
| 2 |  Fabrice Santoro | Berlin | 1991-10-07 | Lyon | 2008-10-20 | 6223d (17y 18d) |
| 3 |  John Alexander | Philadelphia | 1968-02-08 | Melbourne-1 | 1984-10-15 | 6094d (16y 254d) |
| 4 | Andre Agassi | Houston | 1986-11-17 | Paris Masters | 2002-10-28 | 5824d (15y 349d) |
| 5 | John McEnroe | Ocean City | 1977-02-15 | Grand Slam Cup | 1992-12-08 | 5775d (15y 300d) |
| 6 |  Goran Ivanisevic | Frankfurt | 1988-10-17 | Milan | 2004-02-09 | 5593d (15y 118d) |
| 7 |  Ilie Nastase | Macon | 1969-02-17 | Milan | 1984-03-19 | 5509d (15y 34d) |
| 8 | Jeff Borowiak | Philadelphia | 1968-02-08 | Richmond WCT | 1983-02-07 | 5478d (15y 3d) |
| 9 |  Manuel Orantes | Macon | 1969-02-17 | Richmond WCT | 1984-02-01 | 5462d (14y 352d) |
| 10 | Dick Stockton | Philadelphia | 1968-02-08 | Bangkok | 1982-11-15 | 5394d (14y 284d) |