| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-14 | Cincinnati Masters | R16 | hard | Andy Roddick | 6-3 6-4 |
| 2005-08-15 | Cincinnati Masters | R16 | hard | Andy Roddick | 7-6(4) 6-2 |
| 2005-08-01 | Washington | R16 | hard | Andy Roddick | 6-4 6-7(4) 6-4 |
| 2004-07-26 | Canada Masters | R16 | hard | Andy Roddick | 6-1 6-4 |
| 2003-08-04 | Canada Masters | R32 | hard | Andy Roddick | 7-6(6) 6-2 |
| 2002-08-26 | US Open | R16 | hard | Andy Roddick | 5-7 6-4 6-4 6-4 |
| 2002-03-18 | Miami Masters | R64 | hard | Juan Ignacio Chela | 6-3 2-6 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.