Darko Madjarovski defeated Bostjan Osabnik 6-2 6-3 in the Slovenia F3 round of 32 on clay. The upset overturned the form book — Bostjan Osabnik came in leading the head-to-head 1–0. Darko Madjarovski claimed a first win over Bostjan Osabnik in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-11-29 | Tunisia F6 | SF | hard | Bostjan Osabnik | 3-1 |