Sean Cole defeated Martin Blackman 4-6 7-5 7-5 in the Caribbean 1 Masters 4 round of 16 on clay. The upset overturned the form book — Martin Blackman came in leading the head-to-head 1–0. Sean Cole claimed a first win over Martin Blackman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-03-30 | Caribbean 1 Masters 1 | QF | clay | Martin Blackman | 6-2 7-5 |