| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-06-21 | Wimbledon | R16 | grass | Tim Henman | 6-2 7-5 6-7(3) 7-6(5) |
| 2001-12-31 | Adelaide | F | hard | Tim Henman | 6-4 6-7(6) 6-3 |
| 2000-06-26 | Wimbledon | R16 | grass | Mark Philippoussis | 6-1 5-7 6-7(9) 6-3 6-4 |
| 1998-08-31 | US Open | R16 | hard | Mark Philippoussis | 7-5 0-6 6-4 6-1 |
| 1997-09-29 | Basel | SF | hard | Mark Philippoussis | 7-6(2) 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.