Isabella Holland defeated Tyra Calderwood 6-1 6-0 in the Mildura 25K round of 16 on grass. The upset overturned the form book — Tyra Calderwood came in leading the head-to-head 1–0. Isabella Holland claimed a first win over Tyra Calderwood in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-04 | Hope Island 10K | R16 | hard | Tyra Calderwood | 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.