Eduardo Nicolas defeated Carlos Castellanos 6-3 6-4 in the Spain 1 1 qualifying round on clay. The upset overturned the form book — Carlos Castellanos came in leading the head-to-head 3–2. Eduardo Nicolas narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-03-05 | Spain 3 4 | QF | clay | Carlos Castellanos | 6-2 6-3 |
| 1999-10-15 | Spain 7 Masters 3 | R16 | clay | Carlos Castellanos | 7-5 6-4 |
| 1999-10-15 | Spain 7 Masters 4 | R32 | clay | Eduardo Nicolas | 6-4 7-5 |
| 1998-02-27 | Spain 3 Masters 2 | R32 | clay | Carlos Castellanos | 6-3 6-4 |
| 1997-05-09 | Spain 4 Masters 3 | R32 | clay | Eduardo Nicolas | 4-6 6-3 6-2 |