Andrew Derer defeated Ryan Henry 6-1 6-2 in the Australia 2 Satellite 4 qualifying round on hard. Andrew Derer extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-09-22 | Australia 2 3 | R32 | hard | Ryan Henry | 7-6(2) 6-4 |
| 2002-01-28 | Australia 1 4 | R32 | hard | Andrew Derer | 6-7(3) 6-2 6-3 |