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| Rank | Player | Reaches | Tournament |
|---|---|---|---|
| 1 |  Rafael Nadal | 18 | Madrid Masters |
| 2 | Rafael Nadal | 17 | Monte Carlo Masters |
| 3 | Rafael Nadal | 17 | Rome Masters |
| 4 |  Novak Djokovic | 17 | Rome Masters |
| 5 |  Roger Federer | 14 | Indian Wells Masters |
| 6 | Novak Djokovic | 14 | Paris Masters |
| 7 | Novak Djokovic | 14 | Monte Carlo Masters |
| 8 |  Andre Agassi | 13 | Miami Masters |
| 9 | Roger Federer | 13 | Miami Masters |
| 10 | Rafael Nadal | 13 | Indian Wells Masters |
| 11 | Roger Federer | 12 | Rome Masters |
| 12 | Roger Federer | 12 | Cincinnati Masters |
| 13 |  Andy Murray | 12 | Madrid Masters |
| 14 | Novak Djokovic | 12 | Cincinnati Masters |
| 15 | Roger Federer | 11 | Madrid Masters |
| 16 | Rafael Nadal | 11 | Canada Masters |
| 17 |  Tomas Berdych | 11 | Paris Masters |
| 18 | Andy Murray | 11 | Cincinnati Masters |
| 19 | Novak Djokovic | 11 | Indian Wells Masters |
| 20 | Novak Djokovic | 11 | Canada Masters |