Leonardo Silva defeated Rodrigo Pena 3-6 6-3 6-1 in the Mexico F4 round of 16 on hard. The result followed the form book — Leonardo Silva came in leading the head-to-head 1–0. Leonardo Silva extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-21 | Bolivia F1 | R16 | clay | Leonardo Silva | 6-1 6-1 |