Tim Donovan defeated Mihnea Ion Nastase 7-6 6-4 in the Caribbean 1 Masters 3 round of 32 on clay. The upset overturned the form book — Mihnea Ion Nastase came in leading the head-to-head 1–0. Tim Donovan claimed a first win over Mihnea Ion Nastase in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-05-04 | Caribbean 1 Masters 1 | QF | clay | Mihnea Ion Nastase | 6-4 6-1 |