| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-07-21 | Indianapolis | R32 | hard | Scott Draper | 3-6 7-6(4) 7-6(4) |
| 2001-12-31 | Adelaide | R16 | hard | Greg Rusedski | 6-1 3-6 6-4 |
| 1999-05-10 | Rome Masters | R64 | clay | Greg Rusedski | 7-6(4) 7-6(3) |
| 1999-03-08 | Indian Wells Masters | R32 | hard | Greg Rusedski | 6-3 6-3 |
| 1999-01-18 | Australian Open | R128 | hard | Greg Rusedski | 7-6(3) 2-6 6-4 7-6(5) |
| 1997-06-09 | Queen's Club | R16 | grass | Greg Rusedski | 6-3 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.