Jaymon Crabb defeated Josh Tuckfield 6-4 7-6 in the Australia 4 Masters 2 round of 16 on hard. The upset overturned the form book — Josh Tuckfield came in leading the head-to-head 1–0, but Jaymon Crabb had been the form player, winning 4 of their last 8 on hard. Jaymon Crabb claimed a first win over Josh Tuckfield in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-02 | Australia 3 Masters 1 | QF | hard | Josh Tuckfield | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.