Sebastian Uriarte defeated Juan Pablo Amado 3-6 6-3 6-4 in the Chile F6 qualifying round on clay. The upset overturned the form book — Juan Pablo Amado came in leading the head-to-head 2–1, but Sebastian Uriarte had been the form player, winning 5 of their last 10 on clay. Sebastian Uriarte narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-30 | Argentina F6 | R16 | clay | Juan Pablo Amado | 6-0 6-1 |
| 2008-05-12 | Argentina F2 | R32 | clay | Juan Pablo Amado | 6-2 6-0 |
| 2006-03-27 | Argentina F3 | R32 | clay | Sebastian Uriarte | 4-6 6-1 6-4 |