Jhonnatan Medina Alvarez defeated Roger Anderson 4-6 6-3 7-6 in the Ecuador F2 round of 16 on clay. The upset overturned the form book — Roger Anderson came in leading the head-to-head 1–0. Jhonnatan Medina Alvarez claimed a first win over Roger Anderson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-06-16 | Mexico F8 | R32 | hard | Roger Anderson | 6-1 6-1 |