| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-06-06 | Queen's Club | QF | grass | Andy Roddick | 6-2 6-2 |
| 2010-02-08 | San Jose | F | hard | Fernando Verdasco | 3-6 6-4 6-4 |
| 2009-08-10 | Canada Masters | R16 | hard | Andy Roddick | 7-6(2) 4-6 7-6(5) |
| 2007-08-13 | Cincinnati Masters | R32 | hard | Andy Roddick | 7-6(3) 6-2 |
| 2007-06-25 | Wimbledon | R32 | grass | Andy Roddick | 6-3 6-4 7-6(2) |
| 2006-08-28 | US Open | R32 | hard | Andy Roddick | 6-7(5) 6-3 6-4 6-7(4) 6-2 |
| 2006-03-20 | Miami Masters | R32 | hard | Andy Roddick | 6-3 6-4 |
| 2006-03-06 | Indian Wells Masters | R32 | hard | Andy Roddick | 6-3 6-4 |
| 2005-05-02 | Rome Masters | R16 | clay | Fernando Verdasco | 6-7(1) 7-6(3) 6-4 |
| 2005-03-21 | Miami Masters | R64 | hard | Fernando Verdasco | 7-6(9) 4-3 RET |
| 2005-03-07 | Indian Wells Masters | R64 | hard | Andy Roddick | 6-3 3-6 7-6(2) |
| 2003-08-11 | Cincinnati Masters | R64 | hard | Andy Roddick | 6-3 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.