| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-03-12 | Indian Wells Masters | R64 | hard | Tommy Haas | 6-7(4) 6-2 6-4 |
| 2006-05-29 | Roland Garros | R128 | clay | Tommy Haas | 6-4 6-3 6-3 |
| 2005-08-29 | US Open | R64 | hard | Tommy Haas | 7-6(5) 6-2 6-0 |
| 2004-08-02 | Cincinnati Masters | R64 | hard | Tommy Haas | 6-3 1-6 6-4 |
| 2004-04-26 | Munich | R16 | clay | Rainer Schuettler | 6-4 2-6 6-4 |
| 2001-01-08 | Sydney | R16 | hard | Rainer Schuettler | 7-6(7) 7-6(8) |
| 2000-08-28 | US Open | R64 | hard | Rainer Schuettler | 7-6(5) 6-2 6-4 |
| 2000-07-17 | Stuttgart Outdoor | R16 | clay | Rainer Schuettler | 7-5 2-1 RET |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.