Allison Bradshaw defeated Jane Chi 7-5 6-1 in the Hilton Head Island 10K qualifying round on hard. The upset overturned the form book — Jane Chi came in leading the head-to-head 1–0. Allison Bradshaw claimed a first win over Jane Chi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-11-27 | Tucson Challenger | R16 | hard | Jane Chi | 6-2 6-3 |