Alexandros Jakupovic defeated Hakim Rezgui 6-4 7-6 in the Tunisia F2 qualifying round on clay. The upset overturned the form book — Hakim Rezgui came in leading the head-to-head 1–0. Alexandros Jakupovic claimed a first win over Hakim Rezgui in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-29 | Tunisia F1 | R32 | clay | Hakim Rezgui | 4-6 7-6(4) 6-4 |