| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-25 | Wimbledon | R128 | grass | Chris Woodruff | 6-4 3-6 6-7(4) 6-3 6-2 |
| 2001-01-15 | Australian Open | R128 | hard | Chris Woodruff | 6-3 4-6 4-6 7-5 6-3 |
| 1999-06-14 | Nottingham | R32 | grass | Jan Michael Gambill | 7-6(1) 6-4 |
| 1997-01-06 | Auckland | R16 | hard | Jan Michael Gambill | 5-7 6-2 7-6(2) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.