Daniel Monedero defeated Todor Enev 6-1 7-5 in the Spain F8 round of 32 on clay. Daniel Monedero extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-06 | Spain F26 | F | hard | Todor Enev | 6-1 7-6(1) |
| 2003-09-29 | Spain F25 | R16 | hard | Daniel Monedero | 6-4 3-6 6-2 |