Ben Mathias defeated Peter Clarke 7-6 4-6 7-6 in the Australia 3 Masters 1 round of 16 on hard. The result followed the form book — Ben Mathias came in leading the head-to-head 1–0. Ben Mathias extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-15 | Australia F3 | R32 | grass | Ben Mathias | 4-6 6-4 7-6 |