Bryanne Stewart defeated Cindy Watson 6-2 6-4 in the Gosford 25K round of 16 on hard. The upset overturned the form book — Cindy Watson came in leading the head-to-head 3–2, but Bryanne Stewart had been the form player, winning 4 of their last 8 on hard. Bryanne Stewart narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-10-29 | Mackay Qld 25K | SF | hard | Cindy Watson | 6-3 6-1 |
| 2001-10-22 | Home Hill 25K | R16 | hard | Cindy Watson | 6-4 6-1 |
| 2000-10-30 | Gold Coast 25K | R32 | hard | Bryanne Stewart | 7-5 6-4 |
| 1998-04-13 | Ipswich 3 10K | QF | clay | Cindy Watson | 6-4 6-1 |
| 1998-03-02 | Warrnambool 3 10K | R16 | grass | Bryanne Stewart | 7-5 6-1 |