Mihnea Ion Nastase defeated Tim Donovan 6-4 6-1 in the Caribbean 1 Masters 1 qualifying round on clay. The upset overturned the form book — Tim Donovan came in leading the head-to-head 1–0. Mihnea Ion Nastase claimed a first win over Tim Donovan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-05-04 | Caribbean 1 Masters 3 | R32 | clay | Tim Donovan | 7-6 6-4 |