Leigh Holland defeated Sergio Gaoni 6-2 6-2 in the Australia 4 Masters 2 round of 32 on hard. The result followed the form book — Leigh Holland came in leading the head-to-head 3–0. Leigh Holland extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-19 | Australia 3 Masters 2 | R16 | hard | Leigh Holland | 7-5 7-6 |
| 1998-11-18 | Australia F3 | R32 | grass | Leigh Holland | 7-5 3-6 6-1 |
| 1998-03-01 | Australia 1 Masters 4 | R16 | hard | Leigh Holland | 6-4 6-1 |