Tina Obrez defeated Andrea Popovic 4-6 7-6 6-1 in the Herceg Novi 1 10K round of 32 on clay. The upset overturned the form book — Andrea Popovic came in leading the head-to-head 2–1. Tina Obrez narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-01 | Dubrovnik 10K | R16 | clay | Andrea Popovic | 6-4 2-6 6-1 |
| 2005-10-24 | Dubrovnik 3 10K | SF | clay | Andrea Popovic | 6-2 6-1 |
| 2005-03-07 | Rogaska Slatina 10K | R32 | carpet | Tina Obrez | 3-6 6-3 6-4 |