Oscar Ortiz defeated Scott Humphries 6-4 7-6 in the Caribbean 2 Masters 3 final on hard. The upset overturned the form book — Scott Humphries came in leading the head-to-head 1–0, but Oscar Ortiz had been the form player, winning 4 of their last 6 on hard. Oscar Ortiz claimed a first win over Scott Humphries in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-10-28 | Caribbean 2 Masters 1 | SF | hard | Scott Humphries | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.