Demian Gschwend defeated Jonathan Gonzalia 6-3 4-6 6-1 in the Argentina F15 round of 16 on clay. The upset overturned the form book — Jonathan Gonzalia came in leading the head-to-head 2–1. Demian Gschwend 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 |
| 2006-11-20 | Chile F5 | R16 | clay | Jonathan Gonzalia | 6-2 6-1 |
| 2006-11-06 | Chile F3 | R32 | clay | Demian Gschwend | 6-2 6-4 |