Allison Bradshaw defeated Jennifer Hopkins 1-6 6-1 6-4 in the San Diego round of 64 on hard. The upset overturned the form book — Jennifer Hopkins came in leading the head-to-head 1–0. Allison Bradshaw claimed a first win over Jennifer Hopkins in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-23 | Dallas 50K | R16 | hard | Jennifer Hopkins | 5-7 6-4 7-6(6) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.