| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-03-25 | Miami Masters | R32 | hard | Roger Federer | 6-4 6-1 |
| 2007-10-22 | Basel | QF | hard | Roger Federer | 6-3 6-2 |
| 2007-10-15 | Madrid Masters | SF | clay | Roger Federer | 6-4 6-4 |
| 2006-01-16 | Australian Open | SF | hard | Roger Federer | 6-3 5-7 6-0 6-2 |
| 2005-08-29 | US Open | R16 | hard | Roger Federer | 6-4 6-7(3) 6-3 6-4 |
| 2005-08-15 | Cincinnati Masters | R32 | hard | Roger Federer | 4-6 6-4 6-4 |
| 2005-06-20 | Wimbledon | R32 | grass | Roger Federer | 6-2 6-7(5) 6-1 7-5 |
| 2005-03-07 | Indian Wells Masters | QF | hard | Roger Federer | 6-4 6-1 |
| 2004-05-24 | Roland Garros | R64 | clay | Roger Federer | 6-3 6-4 7-6(6) |
| 2003-06-09 | Halle | F | grass | Roger Federer | 6-1 6-3 |
| 2002-06-10 | Halle | SF | grass | Nicolas Kiefer | 4-6 6-4 6-4 |
| 2001-10-01 | Moscow | R32 | hard | Nicolas Kiefer | 6-3 1-6 7-6(4) |
| 2001-03-12 | Indian Wells Masters | R64 | hard | Nicolas Kiefer | 3-6 7-5 6-1 |
| 2000-02-21 | London | R32 | carpet | Roger Federer | 6-2 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.