Predrag Rusevski defeated Ilija Martinoski 7-6 7-6 in the Serbia F4 round of 32 on clay. The result followed the form book — Predrag Rusevski came in leading the head-to-head 1–0. Predrag Rusevski extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-25 | Bulgaria F4 | R32 | clay | Predrag Rusevski | 6-3 6-3 |