Daniel Monedero defeated Sergio Perez Perez 6-3 3-6 6-4 in the Spain F11 round of 16 on hard. The upset overturned the form book — Sergio Perez Perez came in leading the head-to-head 1–0. Daniel Monedero claimed a first win over Sergio Perez Perez in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-03-24 | Spain F12 | R16 | clay | Sergio Perez Perez | 7-5 7-6(3) |