Andres Pedroso defeated Jose De Armas 6-4 6-3 in the USA F2 qualifying round on hard. The upset overturned the form book — Jose De Armas came in leading the head-to-head 2–0. Andres Pedroso claimed a first win over Jose De Armas in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-05-17 | USA F12 | QF | clay | Jose De Armas | 3-6 6-4 6-2 |
| 2002-05-20 | USA F12 | R32 | clay | Jose De Armas | 0-6 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.