Michael Quintero defeated Juan Felipe Yanez 3-6 6-4 6-3 in the Jamaica F2 round of 32 on hard. The upset overturned the form book — Juan Felipe Yanez came in leading the head-to-head 3–1. Michael Quintero narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-09-27 | Bolivia F2 | R16 | clay | Juan Felipe Yanez | 6-4 3-6 6-3 |
| 2002-11-11 | Mexico F18 | R16 | hard | Juan Felipe Yanez | 7-5 6-3 |
| 2002-10-28 | Mexico F16 | QF | clay | Michael Quintero | 2-6 7-5 6-2 |
| 2001-09-17 | Bolivia F1 | QF | clay | Juan Felipe Yanez | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.