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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  John McEnroe | Masters | 1979-01-10 | Masters | 1989-11-28 | 3975d (10y 325d) |
| 2 |  Boris Becker | Masters | 1986-01-14 | ATP World Championships | 1996-11-19 | 3962d (10y 312d) |
| 3 | Ivan Lendl | Masters | 1981-01-14 | ATP Tour World Championships | 1991-11-12 | 3954d (10y 304d) |
| 4 |  Guillermo Vilas | Masters | 1975-11-30 | Masters | 1983-01-18 | 2606d (7y 51d) |
| 5 | Jimmy Connors | Masters | 1978-01-04 | Masters | 1985-01-08 | 2561d (7y 6d) |
| 6 |  Bjorn Borg | Masters | 1975-11-30 | Masters | 1981-01-14 | 1872d (5y 47d) |
| 7 | Pete Sampras | ATP Tour World Championships | 1991-11-12 | ATP World Championships | 1996-11-19 | 1834d (5y 9d) |
| 8 | Andre Agassi | ATP Tour World Championship | 1990-11-12 | ATP Tour World Championships | 1994-11-15 | 1464d (4y 4d) |
| 9 |  Goran Ivanisevic | ATP Tour World Championships | 1992-11-16 | ATP World Championships | 1996-11-19 | 1464d (4y 4d) |
| 10 | Stefan Edberg | Masters | 1986-12-01 | ATP Tour World Championship | 1990-11-12 | 1442d (3y 347d) |