Sasa Stojisavljevic defeated Simeon Ivanov 6-0 1-6 6-1 in the Serbia & Montenegro F3 round of 32 on clay. The upset overturned the form book — Simeon Ivanov came in leading the head-to-head 1–0. Sasa Stojisavljevic claimed a first win over Simeon Ivanov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-18 | Bulgaria F3 | R32 | clay | Simeon Ivanov | 6-4 6-3 |