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| Rank | Player | Wins | Year |
|---|---|---|---|
| 1 |  Boris Becker | 5 | 1994 |
| 2 |  Juan Martin del Potro | 5 | 2013 |
| 3 |  Nicolas Almagro | 5 | 2013 |
| 4 |  Kei Nishikori | 5 | 2015 |
| 5 |  Ivan Lendl | 5 | 1990 |
| 6 | Boris Becker | 5 | 1990 |
| 7 |  Stefan Edberg | 5 | 1991 |
| 8 | Stefan Edberg | 5 | 1992 |
| 9 | Andre Agassi | 4 | 1995 |
| 10 |  Karol Kucera | 4 | 1998 |
| 11 | David Ferrer | 4 | 2010 |
| 12 | David Ferrer | 4 | 2011 |
| 13 |  Roger Federer | 4 | 2012 |
| 14 | Roger Federer | 4 | 2013 |
| 15 | Philipp Kohlschreiber | 4 | 2014 |
| 16 | David Ferrer | 4 | 2015 |
| 17 |  Stefanos Tsitsipas | 4 | 2019 |
| 18 |  Andrey Rublev | 4 | 2022 |
| 19 | Carlos Alcaraz | 4 | 2022 |
| 20 | Daniil Medvedev | 4 | 2022 |