Damien Roberts defeated Andrew Rueb 7-5 6-3 in the Central Africa Masters 4 round of 16 on hard. The upset overturned the form book — Andrew Rueb came in leading the head-to-head 1–0. Damien Roberts claimed a first win over Andrew Rueb in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-23 | South Africa Masters 1 | R32 | hard | Andrew Rueb | 6-2 7-6 |