Tzvetan Mihov defeated Bogdan Leonte 6-4 4-6 6-3 in the Bulgaria F7 qualifying round on clay. The upset overturned the form book — Bogdan Leonte came in leading the head-to-head 1–0, but Tzvetan Mihov had been the form player, winning 6 of their last 10 on clay. Tzvetan Mihov claimed a first win over Bogdan Leonte in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-08-18 | Bulgaria F5 | QF | clay | Bogdan Leonte | 6-2 3-6 6-1 |