Leigh Holland defeated Peter Clarke 6-4 6-3 in the Australia 3 Masters 1 round of 32 on clay. The upset overturned the form book — Peter Clarke came in leading the head-to-head 4–0. Leigh Holland claimed a first win over Peter Clarke in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-01-29 | Australia 1 3 | R16 | hard | Peter Clarke | 6-4 7-5 |
| 1999-02-28 | Australia 1 Masters 2 | QF | clay | Peter Clarke | 6-4 7-6 |
| 1998-11-18 | Australia F3 | R16 | grass | Peter Clarke | 6-2 6-4 |
| 1998-03-01 | Australia 1 Masters 3 | R32 | hard | Peter Clarke | 6-2 6-2 |