Hayden Gibson defeated Josh Tuckfield 6-3 5-7 7-6 in the Australia 1 1 round of 32 on hard. The upset overturned the form book — Josh Tuckfield came in leading the head-to-head 2–0. Hayden Gibson claimed a first win over Josh Tuckfield in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-21 | Australia 1 Masters 3 | R32 | hard | Josh Tuckfield | 6-3 6-4 |
| 1998-09-19 | Australia 3 Masters 2 | R32 | hard | Josh Tuckfield | 0-6 7-6 6-3 |