Alexandre Bonatto defeated Carlos Oliveira 6-3 6-2 in the Brazil 20 qualifying round on clay. The upset overturned the form book — Carlos Oliveira came in leading the head-to-head 1–0, but Alexandre Bonatto had been the form player, winning 6 of their last 10 on clay. Alexandre Bonatto claimed a first win over Carlos Oliveira in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-12-29 | Brazil F35 | R32 | hard | Carlos Oliveira | 6-4 6-4 |