Jaymon Crabb defeated David Mcnamara 6-4 7-5 in the Australia F6 qualifying round on grass. The upset overturned the form book — David Mcnamara 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 |
|---|---|---|---|---|---|
| 2001-01-29 | Australia 1 3 | R32 | hard | Jaymon Crabb | 6-4 6-4 |
| 2000-11-06 | Australia F1 | R32 | hard | David Mcnamara | 6-0 6-4 |
| 2000-10-02 | Australia 3 Masters 2 | QF | hard | David Mcnamara | 1-6 7-5 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.