Joseph Sirianni defeated Leigh Holland 7-6 4-6 6-4 in the Australia 3 Masters 1 round of 16 on hard. The result followed the form book — Joseph Sirianni came in leading the head-to-head 2–0. Joseph Sirianni extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-19 | Australia 3 Masters 4 | QF | hard | Joseph Sirianni | 6-0 6-2 |
| 1997-11-02 | Australia 4 Masters 2 | R16 | hard | Joseph Sirianni | 6-0 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.