Todor Enev defeated Nikos Rovas 6-1 6-4 in the Macedonia F3 semi-final on hard. The upset overturned the form book — Nikos Rovas came in leading the head-to-head 1–0, but Todor Enev had been the form player, winning 3 of their last 4 on hard. Todor Enev claimed a first win over Nikos Rovas in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-06 | Greece 1 Masters 4 | R32 | hard | Nikos Rovas | 7-5 2-6 6-4 |