Jonathan Gonzalia defeated Demian Gschwend 6-2 6-1 in the Chile F5 round of 16 on clay. The upset overturned the form book — Demian Gschwend came in leading the head-to-head 2–1, but Jonathan Gonzalia had been the form player, winning 6 of their last 10 on clay. Jonathan Gonzalia narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-08 | Argentina F18 | R32 | clay | Jonathan Gonzalia | 7-6(4) 3-0 |
| 2007-09-03 | Argentina F15 | R16 | clay | Demian Gschwend | 6-3 4-6 6-1 |
| 2006-11-06 | Chile F3 | R32 | clay | Demian Gschwend | 6-2 6-4 |