Jamie Holmes defeated Grant Silcock 6-4 6-1 in the Australia 2 Masters 4 round of 32 on hard. The upset overturned the form book — Grant Silcock came in leading the head-to-head 1–0. Jamie Holmes claimed a first win over Grant Silcock in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-09-22 | Australia 2 Masters 1 | R16 | hard | Grant Silcock | 6-3 4-6 7-6 |