Bryanne Stewart defeated Lara Van Rooyen 4-6 6-1 6-4 in the Kugayama 4 10K quarter-final on hard. The result followed the form book — Bryanne Stewart came in leading the head-to-head 1–0. Bryanne Stewart extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-11 | Coops 25K | QF | hard | Bryanne Stewart | 5-7 6-1 6-1 |