Goran Tosic defeated Ilia Kushev 3-6 7-5 6-4 in the Bulgaria F2 round of 16 on clay. The upset overturned the form book — Ilia Kushev came in leading the head-to-head 3–0, but Goran Tosic had been the form player, winning 4 of their last 8 on clay. Goran Tosic claimed a first win over Ilia Kushev in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-04 | Bulgaria F3 | R32 | clay | Ilia Kushev | 6-2 1-6 6-2 |
| 2006-08-07 | Serbia & Montenegro F4 | R32 | clay | Ilia Kushev | 6-2 6-2 |
| 2003-08-11 | Serbia & Montenegro 1 3 | QF | clay | Ilia Kushev | 6-2 6-4 |