Natalia Guitler defeated Flavia Borges 6-1 6-0 in the Santos 10K round of 32 on clay. The upset overturned the form book — Flavia Borges came in leading the head-to-head 1–0, but Natalia Guitler had been the form player, winning 3 of their last 7 on clay. Natalia Guitler claimed a first win over Flavia Borges in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-07-21 | Brasilia 10K | R32 | clay | Flavia Borges | 6-3 6-1 |