Federico Cavallero defeated Juan Manuel Valverde 6-3 6-4 in the Argentina F6 round of 32 on clay. The upset overturned the form book — Juan Manuel Valverde came in leading the head-to-head 3–0. Federico Cavallero claimed a first win over Juan Manuel Valverde in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-04-20 | Argentina F2 | R16 | clay | Juan Manuel Valverde | 6-3 7-6(4) |
| 2008-11-10 | Argentina F16 | R32 | clay | Juan Manuel Valverde | 6-3 6-4 |
| 2006-07-31 | Argentina F10 | R32 | clay | Juan Manuel Valverde | 1-6 6-4 6-3 |