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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Boris Becker | Masters | 1988-11-30 | ATP World Tour Championships | 1995-11-14 | 2540d (6y 350d) |
| 2 |  John McEnroe | Masters | 1979-01-10 | Masters | 1985-01-08 | 2190d (6y 0d) |
| 3 | Ivan Lendl | Masters | 1982-01-13 | Masters | 1987-12-02 | 2149d (5y 324d) |
| 4 | Pete Sampras | ATP Tour World Championships | 1991-11-12 | ATP World Championships | 1996-11-19 | 1834d (5y 9d) |
| 5 |  Bjorn Borg | Masters | 1980-01-09 | Masters | 1981-01-14 | 371d (1y 6d) |
| 6 | Stan Smith | Masters | 1970-12-07 | Masters | 1970-12-07 | 0d (0d) |
| 7 | Jimmy Connors | Masters | 1978-01-04 | Masters | 1978-01-04 | 0d (0d) |
| 8 |  Ilie Nastase | Masters | 1975-11-30 | Masters | 1975-11-30 | 0d (0d) |
| 9 |  Manuel Orantes | Masters | 1976-12-05 | Masters | 1976-12-05 | 0d (0d) |
| 10 | Stefan Edberg | Masters | 1989-11-28 | Masters | 1989-11-28 | 0d (0d) |