Owen Casey defeated Felix Barrientos 6-3 6-2 in the Caribbean 2 Masters 2 semi-final on clay. The upset overturned the form book — Felix Barrientos came in leading the head-to-head 2–0. Owen Casey claimed a first win over Felix Barrientos in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-06-01 | Caribbean 2 Masters 1 | F | clay | Felix Barrientos | 6-3 6-3 |
| 1991-02-09 | Philippines Thailand Masters 4 | R16 | hard | Felix Barrientos | 6-1 6-2 |