Francisco Rodriguez defeated Gabriel Keymer 6-4 6-4 in the Chile Masters 2 round of 32 on clay. The upset overturned the form book — Gabriel Keymer came in leading the head-to-head 1–0. Francisco Rodriguez claimed a first win over Gabriel Keymer in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-02 | Uruguay Paraguay Masters 4 | R16 | clay | Gabriel Keymer | 6-2 6-4 |