Rodrigo Guidolin advanced when Henrique Pinto Silva retired 6-4 1-0 in the Brazil F7 round of 32. Rodrigo Guidolin claimed a first win over Henrique Pinto Silva in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-09-17 | Brazil F14 | R16 | clay | Henrique Pinto Silva | 5-7 6-1 |