Alejandro Olivera defeated Rodrigo Monte 7-5 7-6 in the Brazil 2 Masters 1 round of 32 on clay. The upset overturned the form book — Rodrigo Monte came in leading the head-to-head 1–0. Alejandro Olivera claimed a first win over Rodrigo Monte in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-12-07 | Uruguay F3 | R16 | clay | Rodrigo Monte | 6-3 6-4 |