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