Cristiano Testa defeated Juan Robinson Gamonal 7-5 6-4 in the Bolivia Chile Masters 4 round of 32 on clay. The upset overturned the form book — Juan Robinson Gamonal came in leading the head-to-head 1–0. Cristiano Testa 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 |
|---|---|---|---|---|---|
| 1996-08-10 | Venezuela Ecuador Masters 2 | QF | clay | Juan Robinson Gamonal | 7-6 6-4 |