James Shortall defeated Andrew Derer 6-4 6-3 in the Australia F6 round of 32 on grass. The upset overturned the form book — Andrew Derer came in leading the head-to-head 1–0. James Shortall claimed a first win over Andrew Derer in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-01-28 | Australia 1 2 | R32 | hard | Andrew Derer | 6-4 7-5 |