Todor Enev defeated Ivan Cerovic 6-3 6-3 in the Serbia & Montenegro F4 qualifying round on clay. The upset overturned the form book — Ivan Cerovic came in leading the head-to-head 1–0, but Todor Enev had been the form player, winning 3 of their last 6 on clay. Todor Enev claimed a first win over Ivan Cerovic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-01-23 | Austria F2 | R32 | carpet | Ivan Cerovic | 6-2 6-4 |