| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-08-15 | Cincinnati Masters | SF | hard | Mardy Fish | 4-6 7-6(3) 6-1 |
| 2010-07-19 | Atlanta | SF | hard | Mardy Fish | 7-6(5) 6-3 |
| 2008-06-09 | Queen's Club | R16 | grass | Andy Roddick | 7-6(5) RET |
| 2008-05-05 | Rome Masters | R32 | clay | Andy Roddick | 6-1 6-4 |
| 2008-02-25 | Memphis | R16 | hard | Andy Roddick | 6-4 6-2 |
| 2008-02-18 | San Jose | QF | hard | Andy Roddick | 7-6(6) 1-6 7-5 |
| 2007-01-15 | Australian Open | QF | hard | Andy Roddick | 6-2 6-2 6-2 |
| 2006-02-20 | Memphis | R32 | hard | Andy Roddick | 6-3 6-7(5) 7-6(2) |
| 2004-02-09 | San Jose | F | hard | Andy Roddick | 7-6(13) 6-4 |
| 2003-08-11 | Cincinnati Masters | F | hard | Andy Roddick | 4-6 7-6(3) 7-6(4) |
| 2003-03-03 | Delray Beach | R32 | hard | Mardy Fish | 7-6(4) 4-3 RET |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.