Carlos Moya defeated Stefan Koubek 6-4 6-4 in the Delray Beach round of 32 on hard. The upset overturned the form book — Stefan Koubek came in leading the head-to-head 4–3, defending the title. Carlos Moya narrowed the head-to-head to 4–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-01-14 | Australian Open | R128 | hard | Stefan Koubek | 7-6(5) 6-7(2) 7-5 6-4 |
| 2008-01-07 | Sydney | R32 | hard | Carlos Moya | 1-6 6-4 6-2 |
| 2007-10-07 | Vienna | R32 | hard | Stefan Koubek | 7-6(3) 5-7 6-2 |
| 2007-01-01 | Chennai | SF | hard | Stefan Koubek | 6-3 6-1 |
| 2005-09-12 | Beijing | R16 | hard | Carlos Moya | 3-6 6-3 6-2 |
| 2002-06-10 | Halle | R32 | grass | Stefan Koubek | 6-3 6-3 |
| 2000-04-17 | Monte Carlo Masters | R64 | clay | Carlos Moya | 1-6 6-3 6-0 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.