Glenn Knox defeated Chris Rae 4-6 6-3 7-6 in the Australia 1 Masters 1 round of 32 on hard. The result followed the form book — Glenn Knox came in leading the head-to-head 2–1. Glenn Knox extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-22 | Australia F4 | R32 | grass | Glenn Knox | 6-4 6-3 |
| 1998-11-18 | Australia F3 | R32 | grass | Glenn Knox | 6-2 6-1 |
| 1998-09-19 | Australia 3 Masters 1 | R32 | hard | Chris Rae | 5-7 6-3 7-5 |