Dimitar Kutrovsky defeated Goran Tosic 6-4 6-2 in the Serbia F1 round of 16 on clay. The upset overturned the form book — Goran Tosic came in leading the head-to-head 2–0. Dimitar Kutrovsky claimed a first win over Goran Tosic in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-07-31 | Serbia & Montenegro F3 | R16 | clay | Goran Tosic | 6-4 4-1 |
| 2005-08-15 | Serbia & Montenegro F6 | R32 | clay | Goran Tosic | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.