Oscar Ortiz defeated Richard Schmidt 6-1 6-0 in the Caribbean 2 Masters 3 round of 32 on hard. The upset overturned the form book — Richard Schmidt came in leading the head-to-head 1–0, but Oscar Ortiz had been the form player, winning 4 of their last 6 on hard. Oscar Ortiz claimed a first win over Richard Schmidt in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-09-30 | Mexcio 3 Masters 2 | R32 | hard | Richard Schmidt | 4-6 7-6 6-3 |