Aleksandar Grubin defeated Vladimir Obradovic 6-4 5-7 7-5 in the Serbia F2 round of 32 on clay. Aleksandar Grubin extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-14 | Serbia & Montenegro F5 | R16 | clay | Vladimir Obradovic | 6-1 6-2 |
| 2006-07-31 | Serbia & Montenegro F3 | R32 | clay | Aleksandar Grubin | 6-4 6-2 |