Josymar Escalona defeated Guadalupe Moreno 7-6 6-3 in the Santos 10K round of 16 on clay. The upset overturned the form book — Guadalupe Moreno came in leading the head-to-head 1–0. Josymar Escalona claimed a first win over Guadalupe Moreno in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-01 | Barueri 10K | R32 | hard | Guadalupe Moreno | 1-6 6-0 6-2 |