Andres Molteni defeated Juan Pablo Amado 6-7 6-4 7-6 in the Venezuela F1B round of 32 on hard. The upset overturned the form book — Juan Pablo Amado came in leading the head-to-head 3–0. Andres Molteni claimed a first win over Juan Pablo Amado in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-04-20 | Argentina F2 | QF | clay | Juan Pablo Amado | 6-2 6-2 |
| 2007-12-03 | Uruguay F2 | R16 | clay | Juan Pablo Amado | 6-1 7-5 |
| 2007-11-05 | Chile F4 | R16 | clay | Juan Pablo Amado | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.