Leonardo Kirche defeated Henrique Pinto Silva 6-4 6-4 in the Chile F1A round of 32 on clay. The result followed the form book — Leonardo Kirche came in leading the head-to-head 2–0. Leonardo Kirche extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-04 | Brazil F10 | R32 | clay | Leonardo Kirche | 6-1 7-5 |
| 2005-09-05 | Brazil F9 | R16 | clay | Leonardo Kirche | 6-3 7-6(2) |