Grant Doyle defeated Dejan Petrovic 6-2 6-2 in the Australia 3 Masters 2 qualifying round on hard. The upset overturned the form book — Dejan Petrovic came in leading the head-to-head 1–0. Grant Doyle claimed a first win over Dejan Petrovic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-22 | Australia F4 | SF | grass | Dejan Petrovic | 4-6 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.