Rodrigo Antonio Grilli defeated Cledson Carvalho 6-1 7-5 in the Brazil F5 round of 16 on clay. The upset overturned the form book — Cledson Carvalho came in leading the head-to-head 1–0. Rodrigo Antonio Grilli claimed a first win over Cledson Carvalho in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-16 | Brazil F9 | R16 | hard | Cledson Carvalho | 3-6 7-6(7) |