| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-03-20 | Miami Masters | R16 | hard | Pete Sampras | 6-3 6-3 |
| 2000-03-06 | Scottsdale | R32 | hard | Pete Sampras | 6-3 6-4 |
| 1998-11-02 | Paris Masters | F | hard | Greg Rusedski | 6-4 7-6(4) 6-3 |
| 1997-11-10 | Tour Finals | RR | hard | Pete Sampras | 6-4 7-5 |
| 1997-09-23 | Grand Slam Cup | SF | carpet | Pete Sampras | 3-6 7-6 7-6 6-2 |
| 1997-02-10 | San Jose | F | hard | Pete Sampras | 3-6 5-0 RET |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.