Federico Pierini defeated Gustavo Jorge Re 6-2 7-6 in the Chile Masters 2 round of 32 on clay. The upset overturned the form book — Gustavo Jorge Re came in leading the head-to-head 1–0. Federico Pierini claimed a first win over Gustavo Jorge Re in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-07-13 | Argentina 1 Masters 4 | R16 | clay | Gustavo Jorge Re | 6-3 6-3 |