Leanne Baker defeated Trudi Musgrave 1-6 6-4 6-1 in the Gosford 25K round of 32 on hard. The upset overturned the form book — Trudi Musgrave came in leading the head-to-head 2–1, but Leanne Baker had been the form player, winning 6 of their last 7 on hard. Leanne Baker narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-27 | Warrnambool 1 10K | SF | grass | Trudi Musgrave | 7-5 6-3 |
| 1999-02-27 | Warrnambool 2 10K | R16 | grass | Trudi Musgrave | 5-7 6-4 7-5 |
| 1998-10-12 | Kooralbyn 10K | R16 | hard | Leanne Baker | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.