Rodrigo Monte defeated Alejandro Olivera 6-3 6-4 in the Uruguay F3 round of 16 on clay. The upset overturned the form book — Alejandro Olivera came in leading the head-to-head 1–0. Rodrigo Monte claimed a first win over Alejandro Olivera in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-05-03 | Brazil 2 Masters 1 | R32 | clay | Alejandro Olivera | 7-5 7-6 |