Paul Hanley defeated Leigh Holland 7-6 6-1 in the Australia 1 Masters 1 round of 32 on hard. The result followed the form book — Paul Hanley came in leading the head-to-head 4–1. Paul Hanley extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-01-29 | Australia 1 1 | R32 | hard | Paul Hanley | 7-6(3) 6-4 |
| 1999-09-19 | Australia 3 Masters 2 | QF | hard | Paul Hanley | 6-3 6-1 |
| 1998-09-19 | Australia 3 Masters 4 | R16 | hard | Paul Hanley | 6-1 6-1 |
| 1998-05-10 | Australia 2 Masters 2 | R16 | hard | Leigh Holland | 3-6 7-5 6-3 |
| 1998-04-07 | New Zealand Masters 2 | R16 | hard | Paul Hanley | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.