Jose De Armas defeated Juan Pablo Ortiz 6-4 6-2 in the Venezuela F8 round of 16 on hard. The result followed the form book — Jose De Armas came in leading the head-to-head 1–0. Jose De Armas extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-25 | Venezuela F3 | QF | hard | Jose De Armas | 7-5 6-4 |