| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-13 | Madrid Masters | R32 | clay | Jan Michael Gambill | 7-6(6) 6-2 |
| 2002-06-10 | Queen's Club | R16 | grass | Sjeng Schalken | 7-6(4) 1-6 6-4 |
| 2002-01-28 | Milan | R32 | carpet | Sjeng Schalken | 7-5 3-6 6-3 |
| 2001-08-13 | Washington | R16 | hard | Sjeng Schalken | W/O |
| 2001-07-30 | Canada Masters | R64 | hard | Jan Michael Gambill | 6-1 6-4 |
| 2001-01-29 | Milan | R32 | carpet | Jan Michael Gambill | 6-1 6-7(3) 6-2 |
| 1999-08-09 | Cincinnati Masters | R64 | hard | Jan Michael Gambill | 4-6 6-3 6-4 |
| 1997-01-06 | Auckland | R32 | hard | Jan Michael Gambill | 6-2 7-6(7) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.