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| # | Player | First Tournament | First Date | Last Tournament | Last Date | Timespan |
|---|---|---|---|---|---|---|
| 1 |  Novak Djokovic | Indian Wells Masters | 2007-03-05 | Miami Masters | 2025-03-17 | 6587 |
| 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 |  Andre Agassi | Indian Wells Masters | 1990-03-05 | Canada Masters | 2005-08-08 | 5635 |
| 5 | Pete Sampras | Cincinnati Masters | 1991-08-05 | Indian Wells Masters | 2001-03-12 | 3507 |
| 6 |  Tomas Berdych | Paris Masters | 2005-10-31 | Monte Carlo Masters | 2015-04-12 | 3450 |
| 7 | Stan Wawrinka | Rome Masters | 2008-05-05 | Indian Wells Masters | 2017-03-06 | 3227 |
| 8 |  Juan Martin del Potro | Canada Masters | 2009-08-10 | Indian Wells Masters | 2018-03-05 | 3129 |
| 9 |  Andy Murray | Cincinnati Masters | 2008-07-28 | Paris Masters | 2016-10-31 | 3017 |
| 10 | Mardy Fish | Cincinnati Masters | 2003-08-11 | Canada Masters | 2011-08-08 | 2919 |
| 11 |  Wayne Ferreira | Indian Wells Masters | 1993-03-01 | Stuttgart Masters | 2000-10-30 | 2800 |
| 12 | Andy Roddick | Canada Masters | 2002-07-29 | Miami Masters | 2010-03-24 | 2795 |
| 13 |  Yevgeny Kafelnikov | Hamburg Masters | 1994-05-02 | Paris Masters | 2001-10-29 | 2737 |
| 14 |  Alexander Zverev | Rome Masters | 2017-05-15 | Paris Masters | 2024-10-28 | 2723 |
| 15 |  Thomas Muster | Monte Carlo Masters | 1990-04-23 | Cincinnati Masters | 1997-08-04 | 2660 |
| 16 |  Richard Gasquet | Hamburg Masters | 2005-05-09 | Canada Masters | 2012-08-06 | 2646 |
| 17 |  Milos Raonic | Canada Masters | 2013-08-05 | Cincinnati Masters | 2020-08-22 | 2574 |
| 18 | John Isner | Indian Wells Masters | 2012-03-08 | Miami Masters | 2019-03-18 | 2566 |
| 19 | Cedric Pioline | Monte Carlo Masters | 1993-04-19 | Monte Carlo Masters | 2000-04-17 | 2555 |
| 20 | Jo-Wilfried Tsonga | Paris Masters | 2008-10-26 | Shanghai Masters | 2015-10-11 | 2541 |