Jeff Chiang defeated Mark Greenan 6-4 2-6 6-4 in the USA 2 Masters 1 round of 32 on clay. The upset overturned the form book — Mark Greenan came in leading the head-to-head 1–0. Jeff Chiang claimed a first win over Mark Greenan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-10-12 | Canada Masters 3 | R32 | carpet | Mark Greenan | 4-6 6-1 6-3 |