| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-23 | Long Island | R32 | hard | Richard Krajicek | 6-4 6-3 |
| 1999-05-24 | Roland Garros | R128 | clay | Richard Krajicek | 7-6(4) 6-3 6-2 |
| 1999-05-10 | Rome Masters | R64 | clay | Richard Krajicek | 6-0 3-6 6-1 |
| 1999-03-08 | Indian Wells Masters | R32 | hard | Richard Krajicek | 6-7(3) 7-5 7-5 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.