Bruno Rosa defeated Rodrigo Guidolin 6-3 3-6 6-2 in the Brazil F11 round of 32 on clay. The upset overturned the form book — Rodrigo Guidolin came in leading the head-to-head 1–0. Bruno Rosa claimed a first win over Rodrigo Guidolin in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-23 | Brazil F16 | R32 | clay | Rodrigo Guidolin | 7-6(3) 6-1 |