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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Masters Cup | 2008-11-09 | Tour Finals | 2023-11-13 | 5482d (15y 7d) |
| 2 |  Pete Sampras | ATP Tour World Championships | 1991-11-12 | ATP Tour World Championship | 1999-11-22 | 2932d (8y 12d) |
| 3 |  Roger Federer | Masters Cup | 2003-11-10 | Tour Finals | 2011-11-20 | 2932d (8y 12d) |
| 4 |  Boris Becker | Masters | 1988-11-30 | ATP World Tour Championships | 1995-11-14 | 2540d (6y 350d) |
| 5 | John McEnroe | Masters | 1979-01-10 | Masters | 1985-01-08 | 2190d (6y 0d) |
| 6 | Ivan Lendl | Masters | 1982-01-13 | Masters | 1987-12-02 | 2149d (5y 324d) |
| 7 |  Ilie Nastase | Masters | 1971-12-04 | Masters | 1975-11-30 | 1457d (3y 362d) |
| 8 | Alexander Zverev | Tour Finals | 2018-11-12 | Tour Finals | 2021-11-15 | 1099d (3y 4d) |
| 9 |  Bjorn Borg | Masters | 1980-01-09 | Masters | 1981-01-14 | 371d (1y 6d) |
| 10 |  Lleyton Hewitt | Masters Cup | 2001-11-12 | Masters Cup | 2002-11-11 | 364d (364d) |