Jay Gooding defeated Ben Mathias 7-6 6-7 6-3 in the Australia F2 round of 32 on clay. Jay Gooding extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-19 | Australia 3 Masters 4 | R32 | hard | Jay Gooding | 6-1 6-4 |
| 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.