Leonardo Silva defeated Rodrigo Monte 6-4 5-7 7-5 in the Bolivia F1 round of 32 on clay. The upset overturned the form book — Rodrigo Monte came in leading the head-to-head 1–0, but Leonardo Silva had been the form player, winning 2 of their last 5 on clay. Leonardo Silva claimed a first win over Rodrigo Monte in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-05-31 | Brazil 3 Masters 4 | R32 | hard | Rodrigo Monte | 6-4 6-3 |