Dusan Mihailovic defeated Aleksandar Grubin 6-2 6-3 in the Serbia & Montenegro F4 round of 32 on clay. The upset overturned the form book — Aleksandar Grubin came in leading the head-to-head 1–0. Dusan Mihailovic claimed a first win over Aleksandar Grubin in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-07-31 | Serbia & Montenegro F3 | R16 | clay | Aleksandar Grubin | 6-3 7-6(4) |