Josh Tuckfield defeated Jaymon Crabb 6-4 6-3 in the Australia 3 Masters 1 qualifying round on hard. The upset overturned the form book — Jaymon Crabb came in leading the head-to-head 1–0. Josh Tuckfield claimed a first win over Jaymon Crabb in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-11-02 | Australia 4 Masters 2 | R16 | hard | Jaymon Crabb | 6-4 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.