Jaymon Crabb defeated Andrew Derer 6-7 7-5 6-1 in the Australia F3 round of 32 on clay. The upset overturned the form book — Andrew Derer came in leading the head-to-head 2–1. Jaymon Crabb narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-02-14 | Australia F1 | R16 | hard | Andrew Derer | 7-6(5) 7-5 |
| 2005-01-13 | Australian Open | Q128 | hard | Jaymon Crabb | 1-0 |
| 2005-01-07 | Sydney | Q32 | hard | Andrew Derer | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.