Vince Mackey defeated Jonathan Venison 6-2 6-7 6-2 in the Caribbean 1 Masters 1 round of 16 on hard. The result followed the form book — Vince Mackey came in leading the head-to-head 1–0. Vince Mackey extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-05-14 | Caribbean 1 Masters 3 | QF | hard | Vince Mackey | 6-3 6-4 |