Jason Cask defeated Bret Richardson 6-4 6-4 in the Australia 2 Masters 4 semi-final on hard. The upset overturned the form book — Bret Richardson came in leading the head-to-head 1–0. Jason Cask claimed a first win over Bret Richardson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-08-12 | Australia 2 Masters 3 | F | hard | Bret Richardson | 7-6 5-7 7-6 |