Luis David Martinez defeated Jose De Armas 6-4 6-2 in the Venezuela F4 qualifying round on hard. The upset overturned the form book — Jose De Armas came in leading the head-to-head 3–0. Luis David Martinez claimed a first win over Jose De Armas in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-13 | Venezuela F9 | QF | hard | Jose De Armas | 6-1 4-6 6-2 |
| 2008-10-06 | Venezuela F8 | QF | hard | Jose De Armas | 6-3 6-1 |
| 2008-07-21 | Venezuela F4 | QF | hard | Jose De Armas | 7-5 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.