| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-28 | US Open | R128 | hard | Tim Henman | 7-6(4) 6-2 6-3 |
| 2005-05-09 | Hamburg Masters | R32 | clay | Tim Henman | 7-6(3) 6-4 |
| 2005-02-21 | Dubai | R32 | hard | Tim Henman | 4-6 7-6(7) 6-4 |
| 2001-12-31 | Adelaide | QF | hard | Tim Henman | 6-4 6-4 |
| 2001-01-01 | Adelaide | R32 | hard | Tim Henman | 6-2 7-6(4) |
| 1999-03-08 | Indian Wells Masters | R16 | hard | Tim Henman | 6-4 2-6 6-4 |
| 1998-11-23 | Tour Finals | RR | hard | Greg Rusedski | 6-2 6-4 |
| 1997-10-06 | Vienna | SF | hard | Greg Rusedski | 6-4 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.