Emilio Viuda Hernandez defeated Roberto Menendez 6-3 6-0 in the Spain 4 1 qualifying round on clay. The upset overturned the form book — Roberto Menendez came in leading the head-to-head 2–1. Emilio Viuda Hernandez narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-12 | Spain F2 | R16 | clay | Roberto Menendez | 5-7 7-6 7-5 |
| 1998-06-05 | Spain 6 Masters 4 | R32 | clay | Emilio Viuda Hernandez | 7-5 6-3 |
| 1997-08-08 | Spain 7 Masters 1 | R32 | clay | Roberto Menendez | 7-6 6-2 |