Jamie Holmes defeated Wayne Arthurs 7-6 6-1 in the Australia 2 Masters 2 round of 16 on hard. The upset overturned the form book — Wayne Arthurs came in leading the head-to-head 3–0. Jamie Holmes claimed a first win over Wayne Arthurs in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1993-10-31 | Australia 3 Masters 4 | R16 | hard | Wayne Arthurs | 6-2 6-1 |
| 1992-04-20 | Great Britain 2 Masters 4 | R16 | clay | Wayne Arthurs | 6-4 6-4 |
| 1991-08-12 | Australia 2 Masters 3 | R32 | hard | Wayne Arthurs | 7-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.