Juan Rios defeated Mark Leschly 6-1 6-2 in the Caribbean 2 Masters 1 round of 16 on hard. The upset overturned the form book — Mark Leschly came in leading the head-to-head 1–0. Juan Rios claimed a first win over Mark Leschly in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-04-28 | Caribbean 2 Masters 4 | F | hard | Mark Leschly | 2-6 6-3 7-6 |