Pieter Joubert defeated Louis Vosloo 7-5 6-1 in the Central Africa Masters 3 qualifying round on hard. The upset overturned the form book — Louis Vosloo came in leading the head-to-head 1–0. Pieter Joubert claimed a first win over Louis Vosloo in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | South Africa Masters 4 | QF | hard | Louis Vosloo | 6-4 7-5 |