Jamie Holmes defeated Leigh Holland 6-4 6-4 in the Australia 3 Masters 4 round of 16 on hard. The result followed the form book — Jamie Holmes came in leading the head-to-head 3–0. Jamie Holmes extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-10-27 | Australia 3 Masters 1 | R16 | clay | Jamie Holmes | 6-2 6-2 |
| 1996-10-27 | Australia 3 Masters 3 | R32 | clay | Jamie Holmes | 7-5 6-2 |
| 1994-02-27 | Australia 1 Masters 1 | R32 | carpet | Jamie Holmes | 7-5 6-3 |