Ruben Alvarenga defeated Ruben Gajardo 6-4 6-3 in the Bolivia Chile Masters 4 round of 16 on clay. The upset overturned the form book — Ruben Gajardo came in leading the head-to-head 1–0. Ruben Alvarenga claimed a first win over Ruben Gajardo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1993-10-09 | Chile 2 Masters 2 | R16 | clay | Ruben Gajardo | 0-6 7-5 6-0 |