| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-07-29 | Canada Masters | R64 | hard | Pete Sampras | 7-6(6) 5-7 6-4 |
| 2002-03-04 | Scottsdale | R16 | hard | Wayne Ferreira | 7-5 7-5 |
| 2000-03-13 | Indian Wells Masters | R32 | hard | Pete Sampras | 3-6 7-6(4) 7-6(5) |
| 1999-07-26 | Los Angeles | QF | hard | Pete Sampras | 4-6 6-3 6-3 |
| 1998-03-16 | Miami Masters | R32 | hard | Wayne Ferreira | 0-6 7-6(6) 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.