Jose De Armas defeated Andres Pedroso 3-6 6-4 6-2 in the USA F12 qualifying round on clay. Jose De Armas extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-01-19 | USA F2 | QF | hard | Andres Pedroso | 6-4 6-3 |
| 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.