Jeroen Masson defeated Shaun Rudman 6-1 6-4 in the Mauritius South Africa 1 round of 16 on hard. The upset overturned the form book — Shaun Rudman came in leading the head-to-head 1–0. Jeroen Masson claimed a first win over Shaun Rudman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-11-14 | South Africa 2 Masters 1 | R32 | hard | Shaun Rudman | 4-6 6-4 6-1 |