| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-05-26 | Roland Garros | R64 | clay | Tim Henman | 7-6(5) 5-7 6-1 7-5 |
| 2002-03-11 | Indian Wells Masters | SF | hard | Tim Henman | 6-3 6-3 |
| 1999-04-02 | Davis Cup WG R1: GBR vs USA | RR | hard | Tim Henman | 4-6 7-5 6-3 7-6(4) |
| 1998-11-09 | Stockholm | SF | hard | Todd Martin | 4-6 6-1 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.