Ivan Esquerdo defeated Angel Jose Martin 6-3 4-6 6-4 in the Spain 6 3 round of 32 on clay. The result followed the form book — Ivan Esquerdo came in leading the head-to-head 1–0. Ivan Esquerdo extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-12 | Spain F2 | R32 | clay | Ivan Esquerdo | 6-3 7-6 |