Miguel Gallardo Valles defeated Matt Simpson 6-2 7-6 in the Mexico F15 round of 16 on hard. The result followed the form book — Miguel Gallardo Valles came in leading the head-to-head 1–0. Miguel Gallardo Valles extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-13 | Mexico F12 | R32 | hard | Miguel Gallardo Valles | 6-2 7-5 |