Roberto Menendez defeated Juan Antonio Saiz Panadero 7-6 6-4 in the Spain 4 Masters 1 round of 32 on clay. The upset overturned the form book — Juan Antonio Saiz Panadero came in leading the head-to-head 2–1, but Roberto Menendez had been the form player, winning 2 of their last 7 on clay. Roberto Menendez narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-04-07 | Spain 4 3 | R32 | clay | Juan Antonio Saiz Panadero | 2-6 6-1 7-5 |
| 1998-10-16 | Spain 8 Masters 1 | R32 | clay | Juan Antonio Saiz Panadero | 6-2 6-4 |
| 1997-05-09 | Spain 4 Masters 2 | R16 | clay | Roberto Menendez | 7-5 6-0 |