Ronaldo Carvalho defeated Rodrigo Guidolin 6-4 6-1 in the Brazil F2 round of 32 on clay. Ronaldo Carvalho extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-05-12 | Brazil F4RIO QUENTEGOLAS | R32 | hard | Rodrigo Guidolin | 6-2 7-6(4) |
| 2005-08-15 | Brazil F6 | QF | hard | Ronaldo Carvalho | 6-3 6-4 |