Carlos Oliveira defeated Fernando Romboli 6-0 3-6 6-3 in the Brazil F23 qualifying round on clay. The result followed the form book — Carlos Oliveira came in leading the head-to-head 2–1. Carlos Oliveira extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-17 | Brazil F15 | QF | clay | Carlos Oliveira | 6-2 7-5 |
| 2009-05-25 | Brazil F4 | R16 | clay | Fernando Romboli | 6-3 6-1 |
| 2009-05-11 | Brazil F2 | QF | hard | Carlos Oliveira | 5-7 6-3 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.