Bret Richardson advanced when David Nainkin retired 7-5 3-2 in the Australia 2 Masters 3 round of 16. Bret Richardson extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-10-12 | Australia 3 Masters 2 | R16 | hard | Bret Richardson | 6-4 6-7 6-2 |
| 1992-08-30 | Australia 2 Masters 3 | SF | hard | David Nainkin | 0-6 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.