Stephanie Halsell defeated Vanessa Webb 7-6 6-1 in the Wilmington 50K round of 32 on hard. The upset overturned the form book — Vanessa Webb came in leading the head-to-head 1–0. Stephanie Halsell claimed a first win over Vanessa Webb in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-07-01 | Williamsburg 10K | F | hard | Vanessa Webb | 6-1 6-2 |