Rafael De Mesa defeated Raul Valdes 7-5 4-6 7-6 in the Ecuador F3 round of 16 on clay. The upset overturned the form book — Raul Valdes came in leading the head-to-head 1–0, but Rafael De Mesa had been the form player, winning 4 of their last 6 on clay. Rafael De Mesa claimed a first win over Raul Valdes in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-08-10 | Ecuador F2 | SF | clay | Raul Valdes | 7-6 6-3 |