Karen Cross defeated Kerry Anne Guse 2-6 6-4 6-1 in the Birmingham 10K round of 16 on hard. The upset overturned the form book — Kerry Anne Guse came in leading the head-to-head 1–0. Karen Cross claimed a first win over Kerry Anne Guse in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-29 | Port Pirie 25K | R16 | hard | Kerry Anne Guse | 6-1 2-6 6-1 |