| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-28 | US Open | QF | hard | Pete Sampras | 4-6 7-6(6) 6-4 6-2 |
| 1999-08-09 | Cincinnati Masters | QF | hard | Pete Sampras | 6-4 6-2 |
| 1998-10-26 | Stuttgart Masters | SF | carpet | Richard Krajicek | 6-7(2) 6-4 7-6(5) |
| 1997-10-20 | Stuttgart Masters | R16 | carpet | Richard Krajicek | 6-4 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.