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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Indian Wells Masters | 2007-03-05 | Shanghai | 2025-09-24 | 6778 |
| 2 |  Roger Federer | Miami Masters | 2002-03-18 | Miami Masters | 2019-03-18 | 6209 |
| 3 |  Rafael Nadal | Miami Masters | 2005-03-21 | Indian Wells Masters | 2022-03-07 | 6195 |
| 4 |  Tommy Haas | Hamburg Masters | 1997-05-05 | Miami Masters | 2013-03-20 | 5798 |
| 5 |  Andre Agassi | Indian Wells Masters | 1990-03-05 | Canada Masters | 2005-08-08 | 5635 |
| 6 |  Richard Gasquet | Monte Carlo Masters | 2005-04-11 | Cincinnati Masters | 2019-08-12 | 5236 |
| 7 | Gael Monfils | Rome Masters | 2006-05-08 | Canada Masters | 2019-08-05 | 4837 |
| 8 | David Ferrer | Miami Masters | 2005-03-21 | Cincinnati Masters | 2017-08-14 | 4529 |
| 9 | Pete Sampras | Canada Masters | 1990-07-23 | Indian Wells Masters | 2002-03-11 | 4249 |
| 10 |  Grigor Dimitrov | Rome Masters | 2014-05-11 | Miami Masters | 2025-03-17 | 3963 |
| 11 |  Andy Murray | Canada Masters | 2006-08-07 | Paris Masters | 2016-10-31 | 3738 |
| 12 | Carlos Moya | Monte Carlo Masters | 1997-04-21 | Hamburg Masters | 2007-05-14 | 3675 |
| 13 | John Isner | Paris Masters | 2011-11-07 | Canada Masters | 2021-08-09 | 3563 |
| 14 |  Tomas Berdych | Paris Masters | 2005-10-31 | Madrid Masters | 2015-05-03 | 3471 |
| 15 | Michael Chang | Canada Masters | 1990-07-23 | Paris Masters | 1999-11-01 | 3388 |
| 16 |  Yevgeny Kafelnikov | Monte Carlo Masters | 1994-04-18 | Rome Masters | 2003-05-05 | 3304 |
| 17 |  Juan Martin del Potro | Miami Masters | 2009-03-25 | Miami Masters | 2018-03-19 | 3281 |
| 18 | Nicolas Kiefer | Canada Masters | 1999-08-02 | Canada Masters | 2008-07-21 | 3276 |
| 19 | Stan Wawrinka | Rome Masters | 2008-05-05 | Indian Wells Masters | 2017-03-06 | 3227 |
| 20 | Todd Martin | Canada Masters | 1993-07-26 | Indian Wells Masters | 2002-03-11 | 3150 |