Diego Matos defeated Juan Pablo Villar 6-3 6-0 in the Brazil F22 qualifying round on clay. The upset overturned the form book — Juan Pablo Villar came in leading the head-to-head 3–0. Diego Matos claimed a first win over Juan Pablo Villar in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-12-07 | Brazil F31 | R32 | clay | Juan Pablo Villar | 7-6(6) 7-6(1) |
| 2008-10-20 | Brazil F25 | R16 | clay | Juan Pablo Villar | 6-3 6-4 |
| 2008-10-06 | Brazil F23 | R32 | clay | Juan Pablo Villar | 7-6(3) 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.