Ben Ellwood defeated Josh Tuckfield 4-6 6-3 6-4 in the Australia F3 round of 32 on grass. The upset overturned the form book — Josh Tuckfield came in leading the head-to-head 1–0. Ben Ellwood claimed a first win over Josh Tuckfield in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-22 | Australia F4 | R32 | grass | Josh Tuckfield | 7-6 2-6 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.