Jamie Holmes defeated Leigh Holland 6-2 6-2 in the Australia 3 Masters 1 round of 16 on clay. 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 3 | R32 | clay | Jamie Holmes | 7-5 6-2 |
| 1994-02-27 | Australia 1 Masters 1 | R32 | carpet | Jamie Holmes | 7-5 6-3 |
| 1992-10-12 | Australia 3 Masters 4 | R16 | hard | Jamie Holmes | 6-4 6-4 |