Roberto Menendez defeated Isaac Tortades 6-3 6-7 6-4 in the Spain 3 3 round of 32 on clay. The result followed the form book — Roberto Menendez came in leading the head-to-head 1–0. Roberto Menendez extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-07 | Spain 5 Masters 3 | R32 | clay | Roberto Menendez | 6-4 6-3 |