Juan Pablo Amado defeated Leonardo Kirche 6-4 7-5 in the Brazil F1 round of 32 on clay. The result followed the form book — Juan Pablo Amado came in leading the head-to-head 2–0. Juan Pablo Amado extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-01 | Brazil F18 | F | clay | Juan Pablo Amado | 6-4 5-7 6-4 |
| 2004-08-09 | Chile F1B | R32 | clay | Juan Pablo Amado | 6-7(4) 6-3 7-6(2) |