Luis Maria Zapata defeated Ivan Esquerdo 6-4 7-6 in the Spain F17 round of 32 on clay. The upset overturned the form book — Ivan Esquerdo came in leading the head-to-head 2–0. Luis Maria Zapata claimed a first win over Ivan Esquerdo in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-07-18 | Spain F16 | R32 | clay | Ivan Esquerdo | 6-4 6-2 |
| 2002-06-03 | Morocco F3 | R32 | clay | Ivan Esquerdo | 6-2 6-1 |