Gabriel Pitta defeated Rodrigo Guidolin 6-4 6-3 in the Brazil F8 round of 32 on clay. The result followed the form book — Gabriel Pitta came in leading the head-to-head 2–0. Gabriel Pitta extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-09-03 | Brazil F12 | R16 | clay | Gabriel Pitta | 7-6(5) 6-3 |
| 2005-09-12 | Brazil F10 | R32 | clay | Gabriel Pitta | 6-0 7-5 |