Rodrigo Guidolin defeated Jair Assuncao 6-0 4-6 6-4 in the Brazil F26 round of 16 on clay. The result followed the form book — Rodrigo Guidolin came in leading the head-to-head 1–0. Rodrigo Guidolin extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-12-22 | Brazil F34 | R32 | hard | Rodrigo Guidolin | 7-6(7) 6-1 |