Juan Pablo Villar defeated Gaston Arturo Grimolizzi 7-6 4-6 7-6 in the Brazil F14 qualifying round on hard. The upset overturned the form book — Gaston Arturo Grimolizzi came in leading the head-to-head 3–0. Juan Pablo Villar claimed a first win over Gaston Arturo Grimolizzi in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-09-26 | Argentina F17 | SF | clay | Gaston Arturo Grimolizzi | 6-4 6-4 |
| 2008-04-21 | Brazil F1 | R32 | clay | Gaston Arturo Grimolizzi | 7-6(3) 6-2 |
| 2007-06-04 | Argentina F7 | R32 | clay | Gaston Arturo Grimolizzi | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.