Sean Cole defeated David Drew 6-2 6-3 in the Caribbean 2 Masters 4 round of 16 on clay. The result followed the form book — Sean Cole came in leading the head-to-head 1–0. Sean Cole extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-06-01 | Caribbean 2 Masters 2 | R32 | clay | Sean Cole | 7-5 3-0 |