Damian Guichonet defeated Juan Manuel Valverde 6-3 6-1 in the Uruguay F3 round of 32 on clay. The upset overturned the form book — Juan Manuel Valverde came in leading the head-to-head 1–0. Damian Guichonet claimed a first win over Juan Manuel Valverde in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-24 | Bolivia F1 | R16 | clay | Juan Manuel Valverde | 6-4 6-0 |