Sergio Cortes defeated Gonzalo Rodriguez 6-0 6-1 in the Chile Masters 2 round of 16 on clay. The result followed the form book — Sergio Cortes came in leading the head-to-head 1–0. Sergio Cortes extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-10-05 | Chile 2 Masters 2 | R16 | clay | Sergio Cortes | 6-3 6-3 |