Kylie Mckenzie defeated Tiffany William 4-6 7-6 6-4 in the W60 Berkeley q16 on hard. The upset overturned the form book — Tiffany William came in leading the head-to-head 1–0. Kylie Mckenzie claimed a first win over Tiffany William in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-10-22 | W60 Toronto | Q32 | hard | Tiffany William | 2-6 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.