Marinko Matosevic defeated Andrew Gregory 6-2 6-3 in the Australia F9 qualifying round on clay. The result followed the form book — Marinko Matosevic came in leading the head-to-head 2–0. Marinko Matosevic extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-12-01 | Australia F12 | R32 | hard | Marinko Matosevic | 4-6 6-2 6-1 |
| 2008-10-20 | Australia F10 | R16 | hard | Marinko Matosevic | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.