Alejandro Kon defeated Michael Quintero 6-3 6-3 in the Venezuela F8 round of 16 on hard. The upset overturned the form book — Michael Quintero came in leading the head-to-head 2–0. Alejandro Kon claimed a first win over Michael Quintero in three meetings, narrowing 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 |
| 2006-07-31 | Venezuela F1 | QF | clay | Michael Quintero | 7-5 6-7(5) 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.