Bertrand Madsen defeated Juan Pino 7-6 6-4 in the Caribbean 1 Masters 1 round of 16 on clay. The upset overturned the form book — Juan Pino came in leading the head-to-head 1–0. Bertrand Madsen claimed a first win over Juan Pino in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1993-04-24 | Caribbean 1 Masters 2 | QF | clay | Juan Pino | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.