| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-01-18 | Australian Open | R16 | hard | Andy Roddick | 6-3 3-6 4-6 7-5 6-2 |
| 2008-08-25 | US Open | R16 | hard | Andy Roddick | 6-2 6-4 6-1 |
| 2007-11-12 | Masters Cup | RR | hard | Andy Roddick | 6-1 6-4 |
| 2006-08-14 | Cincinnati Masters | SF | hard | Andy Roddick | 6-3 6-3 |
| 2006-06-12 | Queen's Club | QF | grass | Andy Roddick | 6-4 6-3 |
| 2006-04-07 | Davis Cup WG QF: USA vs CHI | RR | grass | Andy Roddick | 4-6 7-5 6-3 6-2 |
| 2005-03-07 | Indian Wells Masters | R16 | hard | Andy Roddick | 6-4 6-3 |
| 2004-08-16 | Athens Olympics | R16 | hard | Fernando Gonzalez | 6-4 6-4 |
| 2004-01-19 | Australian Open | R128 | hard | Andy Roddick | 6-2 7-5 7-6(4) |
| 2002-08-05 | Cincinnati Masters | QF | hard | Fernando Gonzalez | 7-6(4) 7-6(6) |
| 2002-04-15 | Monte Carlo Masters | R64 | clay | Andy Roddick | 7-6(4) 7-6(7) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.