| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-02-18 | Rotterdam | R16 | hard | Tim Henman | 7-5 4-6 7-5 |
| 2001-04-16 | Monte Carlo Masters | R64 | clay | Tim Henman | 6-3 6-0 |
| 2001-03-19 | Miami Masters | R64 | hard | Fabrice Santoro | 4-6 7-6(4) 6-3 |
| 2000-10-09 | Vienna | R16 | hard | Tim Henman | 6-3 6-2 |
| 2000-08-07 | Cincinnati Masters | QF | hard | Tim Henman | 6-1 6-4 |
| 2000-05-08 | Rome Masters | R32 | clay | Fabrice Santoro | 7-6(5) 4-6 6-4 |
| 1998-05-11 | Rome Masters | R64 | clay | Tim Henman | 6-1 6-0 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.