Jay Gooding defeated Ben Mathias 6-1 6-4 in the Australia 3 Masters 4 round of 32 on hard. Jay Gooding extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-01 | Australia F2 | R32 | clay | Jay Gooding | 7-6 6-7 6-3 |
| 1998-11-18 | Australia F3 | R32 | grass | Ben Mathias | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.