Bogdan Leonte defeated Valentin Dimov 6-3 6-2 in the Bulgaria F4 round of 32 on clay. The upset overturned the form book — Valentin Dimov came in leading the head-to-head 1–0. Bogdan Leonte claimed a first win over Valentin Dimov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-05-19 | Bulgaria F3 | R16 | clay | Valentin Dimov | 7-6(5) 6-1 |