Marcelo Demoliner defeated Rodrigo Antonio Grilli 6-4 6-3 in the Brazil F21 semi-final on clay. The upset overturned the form book — Rodrigo Antonio Grilli came in leading the head-to-head 3–0, but Marcelo Demoliner had been the form player, winning 3 of their last 4 on clay. Marcelo Demoliner claimed a first win over Rodrigo Antonio Grilli in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-08-18 | Brazil F16 | QF | clay | Rodrigo Antonio Grilli | 6-4 6-3 |
| 2008-06-02 | Brazil F7 | QF | clay | Rodrigo Antonio Grilli | 6-2 7-5 |
| 2007-10-08 | Brazil F17 | R16 | clay | Rodrigo Antonio Grilli | 6-2 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.