Sylvia Plischke defeated Cara Black 7-6 7-5 in the Wimbledon round of 128 on grass. The upset overturned the form book — Cara Black came in leading the head-to-head 1–0, defending last year's round of 32. Sylvia Plischke claimed a first win over Cara Black in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-08-10 | Boston | R32 | hard | Cara Black | 7-6 3-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.