Angel Jose Martin defeated Pedro Leao 6-4 6-2 in the Portugal 1 1 round of 32 on clay. The result followed the form book — Angel Jose Martin came in leading the head-to-head 1–0. Angel Jose Martin extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-09 | Portugal 2 3 | R32 | hard | Angel Jose Martin | 6-1 6-1 |