Diego Hipperdinger defeated Ivan Esquerdo 6-2 6-1 in the Spain F1 round of 32 on clay. The result followed the form book — Diego Hipperdinger came in leading the head-to-head 2–0. Diego Hipperdinger extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-05-12 | Italy F7 | QF | clay | Diego Hipperdinger | 4-6 6-2 6-4 |
| 2003-04-21 | Spain F8 | QF | clay | Diego Hipperdinger | 6-2 4-6 6-3 |