Sergio Ramirez defeated Michael Quintero 6-2 6-4 in the Panama F1 qualifying round on clay. The upset overturned the form book — Michael Quintero came in leading the head-to-head 1–0. Sergio Ramirez claimed a first win over Michael Quintero in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-10-03 | Colombia F6 | R16 | clay | Michael Quintero | 6-3 4-6 7-6(3) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.