Andrew Derer defeated Ryan Henry 6-7 6-2 6-3 in the Australia 1 4 round of 32 on hard. Andrew Derer extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-09-20 | Australia 2 Satellite 4 | QF | hard | Andrew Derer | 6-1 6-2 |
| 2003-09-22 | Australia 2 3 | R32 | hard | Ryan Henry | 7-6(2) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.