Dejan Petrovic defeated Leigh Holland 6-1 5-7 6-2 in the Australia 3 Masters 3 semi-final on hard. Dejan Petrovic extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-11-20 | Australia F3 | QF | grass | Dejan Petrovic | 6-7(3) 6-4 7-6(8) |
| 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.