| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-03-11 | Indian Wells Masters | QF | hard | Andy Roddick | 6-3 7-5 |
| 2009-01-19 | Australian Open | R16 | hard | Andy Roddick | 7-5 6-1 6-3 |
| 2008-10-12 | Madrid Masters | R32 | clay | Andy Roddick | 6-3 6-4 |
| 2008-05-05 | Rome Masters | QF | clay | Andy Roddick | 6-3 4-6 7-6(4) |
| 2004-08-30 | US Open | R16 | hard | Andy Roddick | 6-3 6-2 6-4 |
| 2003-10-27 | Paris Masters | R16 | hard | Andy Roddick | 6-3 6-4 |
| 2003-06-23 | Wimbledon | R32 | grass | Andy Roddick | 7-6(5) 6-4 6-4 |
| 2003-01-06 | Sydney | R32 | hard | Andy Roddick | 6-2 6-2 |
| 2002-05-06 | Rome Masters | QF | clay | Andy Roddick | 6-4 7-6(2) |
| 2001-08-27 | US Open | R16 | hard | Andy Roddick | 6-2 6-2 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.