Fernando Romboli defeated Rodrigo Antonio Grilli 6-3 6-1 in the Brazil F30 round of 32 on clay. The upset overturned the form book — Rodrigo Antonio Grilli came in leading the head-to-head 4–1. Fernando Romboli narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Brazil F20 | R16 | clay | Rodrigo Antonio Grilli | 6-3 4-6 6-4 |
| 2008-08-25 | Brazil F17 | QF | clay | Rodrigo Antonio Grilli | 7-5 6-1 |
| 2008-08-11 | Brazil F15 | R32 | hard | Fernando Romboli | 6-2 6-2 |
| 2008-06-02 | Brazil F7 | R16 | clay | Rodrigo Antonio Grilli | 6-2 6-4 |
| 2007-11-05 | Brazil F21 | R32 | clay | Rodrigo Antonio Grilli | 6-0 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.