Juan Rios defeated Nicolas Becerra 3-6 6-2 6-3 in the Caribbean 1 Masters 2 qualifying round on clay. The upset overturned the form book — Nicolas Becerra came in leading the head-to-head 1–0. Juan Rios claimed a first win over Nicolas Becerra in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-03-30 | Caribbean 1 Masters 3 | R16 | clay | Nicolas Becerra | 6-3 6-1 |