Juan Rios defeated Sandro Della Piana 4-6 6-2 6-2 in the Caribbean 1 Masters 4 round of 16 on clay. The result followed the form book — Juan Rios came in leading the head-to-head 1–0. Juan Rios extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-03-30 | Caribbean 1 Masters 3 | R32 | clay | Juan Rios | 6-3 4-6 7-5 |