Bogdan Leonte defeated Tzvetan Mihov 6-2 3-6 6-1 in the Bulgaria F5 qualifying round on clay. The upset overturned the form book — Tzvetan Mihov came in leading the head-to-head 1–0. Bogdan Leonte claimed a first win over Tzvetan Mihov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-31 | Bulgaria F7 | QF | clay | Tzvetan Mihov | 6-4 4-6 6-3 |