Rachel Mcquillan defeated Holly Parkinson 6-2 6-3 in the Dubai round of 32 on hard. The upset overturned the form book — Holly Parkinson came in leading the head-to-head 1–0. Rachel Mcquillan claimed a first win over Holly Parkinson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-29 | Port Pirie 25K | QF | hard | Holly Parkinson | 7-5 6-1 |