Sergio Cortes defeated Oscar Rodriguez Arg 3-6 6-2 7-6 in the Chile 2 Masters 3 round of 32 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 |
|---|---|---|---|---|---|
| 1995-09-30 | Chile Masters 1 | QF | clay | Sergio Cortes | 6-3 6-4 |