Gonzalo Rodriguez defeated Silvio Scaiola 7-6 7-5 in the Uruguay Paraguay Masters 2 round of 16 on clay. The upset overturned the form book — Silvio Scaiola came in leading the head-to-head 1–0. Gonzalo Rodriguez claimed a first win over Silvio Scaiola in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-02 | Uruguay Paraguay Masters 4 | QF | clay | Silvio Scaiola | 6-4 7-6 |