Joel Mcgregor defeated Pieter Calitz 6-4 3-6 6-4 in the South Africa 4 round of 32 on hard. The result followed the form book — Joel Mcgregor came in leading the head-to-head 1–0. Joel Mcgregor extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-16 | South Africa 1 | R16 | hard | Joel Mcgregor | 6-3 6-2 |