Georgie Gent defeated Anna Smith 6-3 5-7 6-3 in the Glasgow 25K round of 32 on hard. The upset overturned the form book — Anna Smith came in leading the head-to-head 1–0. Georgie Gent claimed a first win over Anna Smith in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-18 | Nottingham 10K | F | hard | Anna Smith | 6-1 6-4 |