Alejandro Kon defeated Charles Costa 7-6 1-6 6-2 in the Brazil F20 round of 16 on clay. The result followed the form book — Alejandro Kon came in leading the head-to-head 1–0. Alejandro Kon extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-22 | Brazil F21 | R16 | clay | Alejandro Kon | 6-0 6-1 |