Juan Manuel Valverde defeated Juan Pablo Amado 6-2 7-6 in the Brazil F34 round of 16 on hard. The upset overturned the form book — Juan Pablo Amado came in leading the head-to-head 3–0. Juan Manuel Valverde claimed a first win over Juan Pablo Amado in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-14 | Bolivia F4 | F | clay | Juan Pablo Amado | 4-6 6-4 7-6(2) |
| 2008-09-08 | Brazil F19 | QF | clay | Juan Pablo Amado | 6-2 6-1 |
| 2008-08-04 | Brazil F14 | QF | clay | Juan Pablo Amado | 6-0 4-0 |