Francisco Ruiz defeated Juan Robinson Gamonal 6-4 3-6 6-1 in the Chile 2 Masters 1 round of 32 on clay. The upset overturned the form book — Juan Robinson Gamonal came in leading the head-to-head 1–0. Francisco Ruiz claimed a first win over Juan Robinson Gamonal in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-11-08 | Chile 2 Masters 4 | R16 | clay | Juan Robinson Gamonal | 6-3 6-2 |