Carlos Poch Gradin defeated Ivan Esquerdo 6-3 3-6 6-3 in the Spain F1 round of 32 on clay. The upset overturned the form book — Ivan Esquerdo came in leading the head-to-head 2–0. Carlos Poch Gradin claimed a first win over Ivan Esquerdo in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-02-20 | Spain F7 | R32 | clay | Ivan Esquerdo | 6-7(4) 6-4 6-4 |
| 2002-06-24 | Spain F4 | R16 | hard | Ivan Esquerdo | 2-6 6-3 6-3 |