Gaston Arturo Grimolizzi defeated Nicolas Jara Lozano 4-6 6-4 6-2 in the Chile F5 semi-final on clay. The result followed the form book — Gaston Arturo Grimolizzi came in leading the head-to-head 3–0. Gaston Arturo Grimolizzi extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-06 | Argentina F12 | QF | clay | Gaston Arturo Grimolizzi | 6-1 6-4 |
| 2008-09-29 | Argentina F11 | F | clay | Gaston Arturo Grimolizzi | 6-4 6-3 |
| 2007-07-30 | Argentina F10 | QF | clay | Gaston Arturo Grimolizzi | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.