Nick Mcdonald defeated Jeroen Masson 3-6 7-6 6-2 in the South Africa Masters 2 round of 32 on hard. The upset overturned the form book — Jeroen Masson came in leading the head-to-head 1–0. Nick Mcdonald claimed a first win over Jeroen Masson in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-11-14 | South Africa 2 Masters 3 | R32 | hard | Jeroen Masson | 6-4 6-4 |