Juan Pablo Amado defeated Juan Pablo Villar 5-7 6-3 7-6 in the Brazil F21 round of 16 on clay. The result followed the form book — Juan Pablo Amado came in leading the head-to-head 4–1. Juan Pablo Amado extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-11-02 | Brazil F26 | F | clay | Juan Pablo Amado | 2-6 6-1 6-3 |
| 2009-08-17 | Brazil F15 | SF | clay | Juan Pablo Amado | 2-1 |
| 2008-09-29 | Bolivia F4 | F | clay | Juan Pablo Amado | 6-4 6-3 |
| 2007-06-11 | Argentina F8 | F | clay | Juan Pablo Amado | 6-2 2-0 |
| 2007-01-22 | Panama F1 | SF | clay | Juan Pablo Villar | 6-4 6-7(4) 6-2 |