Marco Antonio Zuniga defeated David Caldwell 7-6 6-0 in the Caribbean 2 Masters 4 round of 32 on hard. The upset overturned the form book — David Caldwell came in leading the head-to-head 1–0. Marco Antonio Zuniga claimed a first win over David Caldwell in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-06-14 | USA 3 Masters 4 | R64 | hard | David Caldwell | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.