Jacobo Chavez defeated German Maldonado 2-6 6-1 6-2 in the Mexico 4 Masters 3 round of 16 on hard. The upset overturned the form book — German Maldonado came in leading the head-to-head 1–0. Jacobo Chavez claimed a first win over German Maldonado in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-06-29 | Mexico 3 Masters 1 | R32 | hard | German Maldonado | 6-4 6-2 |