Matjaz Pogacnik defeated Bostjan Osabnik 7-5 6-4 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. Matjaz Pogacnik claimed a first win over Bostjan Osabnik in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-14 | Lithuania F1 | QF | clay | Bostjan Osabnik | 6-4 6-3 |