Markus Hipfl defeated Vjekoslav Skenderovic 6-3 6-2 in the Romania F18 round of 16 on clay. The upset overturned the form book — Vjekoslav Skenderovic came in leading the head-to-head 1–0, but Markus Hipfl had been the form player, winning 2 of their last 5 on clay. Markus Hipfl claimed a first win over Vjekoslav Skenderovic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-02 | Slovenia F2 | R16 | clay | Vjekoslav Skenderovic | 5-7 6-1 |