Alexandros Jakupovic defeated James Ward 6-4 6-3 in the Greece F3 semi-final on carpet. The upset overturned the form book — James Ward came in leading the head-to-head 1–0. Alexandros Jakupovic claimed a first win over James Ward in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-01-14 | Spain F2 | R32 | clay | James Ward | 7-6(3) 4-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.