Vladimir Obradovic defeated Sasa Stojisavljevic 7-6 6-4 in the Serbia F6 round of 16 on clay. The result followed the form book — Vladimir Obradovic came in leading the head-to-head 4–1. Vladimir Obradovic extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2012-06-11 | Serbia F1 | R16 | clay | Sasa Stojisavljevic | 6-3 6-4 |
| 2011-08-01 | Serbia F5 | SF | clay | Vladimir Obradovic | 6-0 6-2 |
| 2009-08-24 | Croatia F7 | R16 | clay | Vladimir Obradovic | 6-2 3-6 6-3 |
| 2009-08-17 | Serbia F7 | R16 | clay | Vladimir Obradovic | 6-1 6-4 |
| 2007-08-20 | Serbia F5 | R32 | clay | Vladimir Obradovic | 6-4 6-4 |