Carlos Castellanos defeated Diego Hipperdinger 6-2 6-4 in the Spain 7 Masters 3 round of 32 on clay. The upset overturned the form book — Diego Hipperdinger came in leading the head-to-head 1–0. Carlos Castellanos claimed a first win over Diego Hipperdinger in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-07-12 | Spain 6 Masters 1 | QF | clay | Diego Hipperdinger | 6-3 6-3 |