Nick Mcdonald defeated Pieter Joubert 6-2 6-2 in the South Africa Masters 3 round of 32 on hard. The result followed the form book — Nick Mcdonald came in leading the head-to-head 1–0. Nick Mcdonald extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-18 | Central Africa Masters 3 | R32 | hard | Nick Mcdonald | 6-4 3-6 6-4 |