Dejan Petrovic defeated Leigh Holland 6-7 6-4 7-6 in the Australia F3 qualifying round on grass. Dejan Petrovic extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-19 | Australia 3 Masters 3 | SF | hard | Dejan Petrovic | 6-1 5-7 6-2 |
| 1996-09-22 | Australia 2 Masters 3 | R32 | hard | Leigh Holland | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.