Dianne Kenneth Matias defeated Jacqueline Trail 6-2 6-3 in the Edmond OK 10K round of 16 on hard. The upset overturned the form book — Jacqueline Trail came in leading the head-to-head 1–0. Dianne Kenneth Matias claimed a first win over Jacqueline Trail in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-04-10 | La Canada 25K | R32 | hard | Jacqueline Trail | 6-3 6-2 |