Heath Denman defeated Laurence Matthews 7-6 5-7 7-5 in the Australia 2 Masters 3 round of 16 on hard. The upset overturned the form book — Laurence Matthews came in leading the head-to-head 1–0, but Heath Denman had been the form player, winning 4 of their last 8 on hard. Heath Denman claimed a first win over Laurence Matthews in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-10-12 | Australia 3 Masters 3 | R32 | hard | Laurence Matthews | 6-4 2-6 6-1 |