Andres Molteni defeated Kevin Konfederak 6-2 6-2 in the Argentina F10 round of 16 on clay. The upset overturned the form book — Kevin Konfederak came in leading the head-to-head 3–0. Andres Molteni claimed a first win over Kevin Konfederak in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-24 | Colombia F5 | R32 | clay | Kevin Konfederak | 6-4 6-4 |
| 2009-07-20 | Venezuela F5 | R32 | hard | Kevin Konfederak | 6-4 6-3 |
| 2008-06-30 | Argentina F6 | R32 | clay | Kevin Konfederak | 4-6 7-5 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.