Shirli Ann Siddall defeated Cindy Watson 6-3 6-3 in the Frinton 10K round of 32 on grass. The upset overturned the form book — Cindy Watson came in leading the head-to-head 2–0. Shirli Ann Siddall claimed a first win over Cindy Watson in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-03-01 | Warrnambool 3 10K | R32 | grass | Cindy Watson | 6-3 6-4 |
| 1996-07-29 | Ilkley 10K | SF | grass | Cindy Watson | 2-6 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.