Leonardo Silva defeated Oscar Rodriguez Arg 5-7 6-3 6-1 in the Brazil 5 Masters 4 round of 32 on clay. The upset overturned the form book — Oscar Rodriguez Arg 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 Oscar Rodriguez Arg in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-25 | Brazil 4 Masters 4 | R32 | clay | Oscar Rodriguez Arg | 6-4 6-1 |