Shaun Rudman defeated Nick Mcdonald 7-5 6-4 in the Mauritius South Africa 2 round of 32 on hard. The upset overturned the form book — Nick Mcdonald came in leading the head-to-head 2–0. Shaun Rudman claimed a first win over Nick Mcdonald in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-05 | Mauritius South Africa 4 | QF | hard | Nick Mcdonald | 7-6(5) 5-7 6-4 |
| 1999-09-18 | Central Africa Masters 1 | R16 | hard | Nick Mcdonald | 6-2 6-2 |