| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-11-12 | Masters Cup | RR | hard | Yevgeny Kafelnikov | 6-2 4-6 6-3 |
| 2001-08-27 | US Open | QF | hard | Yevgeny Kafelnikov | 6-4 6-0 6-3 |
| 2001-08-06 | Cincinnati Masters | QF | hard | Gustavo Kuerten | 6-4 3-6 6-4 |
| 2000-11-27 | Masters Cup | RR | hard | Gustavo Kuerten | 6-3 6-4 |
| 2000-09-18 | Sydney Olympics | QF | hard | Yevgeny Kafelnikov | 6-4 7-5 |
| 2000-05-29 | Roland Garros | QF | clay | Gustavo Kuerten | 6-3 3-6 4-6 6-4 6-2 |
| 1999-05-10 | Rome Masters | R16 | clay | Gustavo Kuerten | 7-5 6-1 |
| 1999-03-08 | Indian Wells Masters | R32 | hard | Gustavo Kuerten | 0-6 7-6(4) 6-3 |
| 1998-08-17 | New Haven | R16 | hard | Yevgeny Kafelnikov | 6-4 6-4 |
| 1997-05-26 | Roland Garros | QF | clay | Gustavo Kuerten | 6-2 5-7 2-6 6-0 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.