Petar Trendafilov defeated Tzvetan Mihov 7-6 6-2 in the Bulgaria F6 round of 32 on clay. The upset overturned the form book — Tzvetan Mihov came in leading the head-to-head 1–0. Petar Trendafilov claimed a first win over Tzvetan Mihov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-05-19 | Bulgaria F3 | R32 | clay | Tzvetan Mihov | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.