Heath Denman defeated Grant Doyle 6-3 3-6 6-3 in the Australia 3 Masters 1 round of 16 on hard. The upset overturned the form book — Grant Doyle came in leading the head-to-head 3–1. Heath Denman narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-09-22 | Australia 2 Masters 2 | SF | hard | Grant Doyle | 7-5 1-6 6-1 |
| 1996-03-03 | Australia 1 Masters 1 | SF | clay | Grant Doyle | 4-6 6-4 6-1 |
| 1995-10-08 | Australia 2 Masters 1 | R32 | hard | Grant Doyle | – |
| 1995-10-08 | Australia 2 Masters 2 | R16 | hard | Heath Denman | 6-2 6-2 |