| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-07-29 | Washington | QF | hard | Andy Roddick | 7-6(6) 6-2 |
| 2007-07-23 | Indianapolis | QF | hard | Andy Roddick | 6-3 6-7(7) 6-1 |
| 2005-02-14 | Memphis | R32 | hard | Andy Roddick | 6-3 6-4 |
| 2005-02-07 | San Jose | R16 | hard | Andy Roddick | 6-3 3-6 6-2 |
| 2003-01-06 | Sydney | R16 | hard | Hyung Taik Lee | 7-6(5) 7-5 |
| 2002-07-22 | Los Angeles | R32 | hard | Andy Roddick | 6-7(5) 6-1 6-2 |
| 2002-03-04 | Delray Beach | R16 | hard | Andy Roddick | 7-5 6-2 |
| 2002-01-07 | Sydney | QF | hard | Andy Roddick | 6-7(3) 6-3 7-5 |
| 2001-07-30 | Canada Masters | R64 | hard | Andy Roddick | 6-3 6-2 |
| 2001-04-30 | Houston | F | clay | Andy Roddick | 7-5 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.