Leigh Holland defeated Dejan Petrovic 6-3 6-3 in the Australia 2 Masters 3 round of 32 on hard. The upset overturned the form book — Dejan Petrovic came in leading the head-to-head 2–0. Leigh Holland claimed a first win over Dejan Petrovic in three meetings, narrowing 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) |
| 1999-09-19 | Australia 3 Masters 3 | SF | hard | Dejan Petrovic | 6-1 5-7 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.