Alenka Hubacek defeated Tyra Calderwood 6-2 3-6 6-4 in the Gladstone 10K round of 32 on hard. The result followed the form book — Alenka Hubacek came in leading the head-to-head 1–0. Alenka Hubacek extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Kawana 25K | R16 | hard | Alenka Hubacek | 3-6 6-3 7-6(4) |