Rodrigo Guidolin defeated Bruno Rosa 7-6 6-1 in the Brazil F16 round of 32 on clay. The upset overturned the form book — Bruno Rosa came in leading the head-to-head 1–0, but Rodrigo Guidolin had been the form player, winning 6 of their last 10 on clay. Rodrigo Guidolin claimed a first win over Bruno Rosa in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-09-19 | Brazil F11 | R32 | clay | Bruno Rosa | 6-3 3-6 6-2 |