Leonardo Olguin defeated Rodrigo Pena 6-4 6-3 in the Chile 1 Masters 1 round of 32 on clay. The result followed the form book — Leonardo Olguin came in leading the head-to-head 1–0. Leonardo Olguin extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-08-31 | Argentina 2 Masters 3 | R32 | clay | Leonardo Olguin | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.