Punch Maleka defeated Jeroen Masson 3-6 7-5 6-3 in the South Africa Masters 4 qualifying round on hard. The result followed the form book — Punch Maleka came in leading the head-to-head 1–0. Punch Maleka extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | South Africa Masters 1 | R32 | hard | Punch Maleka | 7-5 6-4 |