Guillermo Duran defeated Alejandro Kon 7-6 7-6 in the Venezuela F4 round of 16 on hard. The upset overturned the form book — Alejandro Kon came in leading the head-to-head 1–0. Guillermo Duran claimed a first win over Alejandro Kon in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-10-26 | Argentina F21 FUTURES | R32 | clay | Alejandro Kon | 4-6 7-6(1) 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.