Ashley Naumann defeated David Kass 6-2 7-5 in the Australia 2 Masters 2 round of 16 on hard. The upset overturned the form book — David Kass came in leading the head-to-head 2–0. Ashley Naumann claimed a first win over David Kass in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-08-30 | Australia 2 Masters 3 | QF | hard | David Kass | 6-2 6-4 |
| 1992-08-30 | Australia 2 Masters 4 | SF | hard | David Kass | 6-2 7-6 |