| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-08-26 | US Open | R16 | hard | Pete Sampras | 7-5 6-4 6-7(5) 7-5 |
| 2002-07-29 | Canada Masters | R16 | hard | Tommy Haas | 7-6(3) 3-6 7-6(5) |
| 2001-08-20 | Long Island | F | hard | Tommy Haas | 6-3 3-6 6-2 |
| 2000-05-21 | Dusseldorf | RR | clay | Tommy Haas | 7-5 6-2 |
| 1998-10-19 | Lyon | QF | clay | Tommy Haas | W/O |
| 1998-08-03 | Canada Masters | R16 | hard | Pete Sampras | 7-6(5) 6-2 |
| 1998-02-23 | Philadelphia | SF | hard | Pete Sampras | 6-4 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.