Joshua Crowe defeated Jared Easton 5-7 7-6 7-6 in the Australia F10 round of 32 on hard. The upset overturned the form book — Jared Easton came in leading the head-to-head 1–0. Joshua Crowe claimed a first win over Jared Easton in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Australia F6 | R32 | hard | Jared Easton | 1-6 6-4 6-4 |