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