| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-31 | US Open | R64 | hard | Lleyton Hewitt | 6-3 6-3 6-4 |
| 2007-05-14 | Hamburg Masters | R32 | clay | Lleyton Hewitt | 6-2 7-6(3) |
| 2006-08-07 | Canada Masters | R64 | hard | Lleyton Hewitt | 3-6 6-2 7-5 |
| 2006-01-16 | Australian Open | R64 | hard | Juan Ignacio Chela | 6-4 6-4 6-7(8) 6-2 |
| 2005-01-17 | Australian Open | R32 | hard | Lleyton Hewitt | 6-2 4-6 6-1 6-4 |
| 2004-08-23 | Long Island | QF | hard | Lleyton Hewitt | 6-7(6) 6-1 6-1 |
| 2004-03-08 | Indian Wells Masters | R32 | hard | Juan Ignacio Chela | 6-3 4-6 6-1 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.