Kentaro Masuda defeated Sean Cole 7-6 6-2 in the Caribbean 2 Masters 3 round of 16 on clay. The result followed the form book — Kentaro Masuda came in leading the head-to-head 2–0. Kentaro Masuda extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-08-10 | Chinese Taipei Masters 2 | QF | hard | Kentaro Masuda | 7-6 7-5 |
| 1992-07-13 | Malaysia 2 Masters 2 | R32 | hard | Kentaro Masuda | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.