Leonardo Kirche defeated Mauricio Doria Medina 6-4 6-2 in the Brazil F7 round of 32 on clay. The result followed the form book — Leonardo Kirche came in leading the head-to-head 1–0. Leonardo Kirche extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-17 | Brazil F29 | QF | clay | Leonardo Kirche | 6-4 7-6(3) |