Michael Quintero defeated Alejandro Kon 7-5 6-7 6-3 in the Venezuela F1 qualifying round on clay. Michael Quintero extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-04-28 | Colombia F3 | SF | clay | Michael Quintero | 6-3 6-4 |
| 2005-11-14 | Venezuela F8 | R16 | hard | Alejandro Kon | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.