Carlos Oliveira defeated Rafael Garcia 4-6 6-3 6-4 in the Brazil F16 round of 32 on clay. The upset overturned the form book — Rafael Garcia came in leading the head-to-head 1–0, but Carlos Oliveira had been the form player, winning 2 of their last 6 on clay. Carlos Oliveira claimed a first win over Rafael Garcia in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-10 | Brazil F28 | R32 | clay | Rafael Garcia | 6-1 2-0 |