Americo Venero Montes defeated Ernesto Diaz 6-3 6-3 in the Colombia Masters 2 round of 16 on clay. The upset overturned the form book — Ernesto Diaz came in leading the head-to-head 2–0. Americo Venero Montes claimed a first win over Ernesto Diaz in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-05-04 | Caribbean 1 Masters 1 | R16 | clay | Ernesto Diaz | 2-6 7-6 6-4 |
| 1991-10-21 | Bolivia Chile Masters 4 | R32 | clay | Ernesto Diaz | 6-1 7-5 |