Alejandro Kon defeated Guillermo Duran 4-6 7-6 7-5 in the Argentina F21 FUTURES round of 32 on clay. The upset overturned the form book — Guillermo Duran came in leading the head-to-head 1–0, but Alejandro Kon had been the form player, winning 5 of their last 10 on clay. Alejandro Kon claimed a first win over Guillermo Duran in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-07-13 | Venezuela F4 | R16 | hard | Guillermo Duran | 7-6(6) 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.