Helen Crook defeated Claire Taylor 1-6 7-5 6-1 in the Sunderland 10K round of 32 on hard. The upset overturned the form book — Claire Taylor came in leading the head-to-head 1–0. Helen Crook claimed a first win over Claire Taylor in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-07-14 | Frinton 10K | R16 | grass | Claire Taylor | 6-0 3-6 6-3 |