Damian Guichonet defeated Joaquin Jesus Monteferrario 7-5 6-2 in the Uruguay F1 round of 32 on clay. The upset overturned the form book — Joaquin Jesus Monteferrario came in leading the head-to-head 1–0, but Damian Guichonet had been the form player, winning 6 of their last 10 on clay. Damian Guichonet claimed a first win over Joaquin Jesus Monteferrario in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-10-18 | Paraguay F1 | R32 | clay | Joaquin Jesus Monteferrario | 5-7 6-0 6-2 |