Vladimir Obradovic defeated Ivaylo Traykov 6-3 6-4 in the Serbia & Montenegro F2 round of 32 on clay. The upset overturned the form book — Ivaylo Traykov came in leading the head-to-head 1–0. Vladimir Obradovic claimed a first win over Ivaylo Traykov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-05-06 | Bulgaria 1 3 | R32 | clay | Ivaylo Traykov | 6-2 7-6(8) |