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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Boris Becker | Masters | 1986-01-14 | ATP World Championships | 1996-11-19 | 3962d (10y 312d) |
| 2 |  Ivan Lendl | Masters | 1981-01-14 | Masters | 1988-11-30 | 2877d (7y 322d) |
| 3 | John McEnroe | Masters | 1979-01-10 | Masters | 1985-01-08 | 2190d (6y 0d) |
| 4 |  Bjorn Borg | Masters | 1975-11-30 | Masters | 1981-01-14 | 1872d (5y 47d) |
| 5 | Pete Sampras | ATP Tour World Championships | 1991-11-12 | ATP World Championships | 1996-11-19 | 1834d (5y 9d) |
| 6 | Vitas Gerulaitis | Masters | 1980-01-09 | Masters | 1982-01-13 | 735d (2y 5d) |
| 7 | Jim Courier | ATP Tour World Championships | 1991-11-12 | ATP Tour World Championships | 1992-11-16 | 370d (1y 5d) |
| 8 | Stefan Edberg | Masters | 1989-11-28 | ATP Tour World Championship | 1990-11-12 | 349d (349d) |
| 9 | Arthur Ashe | Masters | 1979-01-10 | Masters | 1979-01-10 | 0d (0d) |
| 10 | Andre Agassi | ATP Tour World Championship | 1990-11-12 | ATP Tour World Championship | 1990-11-12 | 0d (0d) |