Vjekoslav Skenderovic defeated Ivan Djurdjevic 6-4 6-2 in the Croatia F1 round of 32 on clay. The upset overturned the form book — Ivan Djurdjevic came in leading the head-to-head 1–0. Vjekoslav Skenderovic claimed a first win over Ivan Djurdjevic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-29 | Bosnia & Herzegovina F7 | R32 | clay | Ivan Djurdjevic | 6-0 7-5 |