Jared Easton defeated Joshua Crowe 1-6 6-4 6-4 in the Australia F6 round of 32 on hard. The upset overturned the form book — Joshua Crowe came in leading the head-to-head 1–0. Jared Easton claimed a first win over Joshua Crowe in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-20 | Australia F10 | R32 | hard | Joshua Crowe | 5-7 7-6(3) 7-6(9) |