Ashley Ford defeated Matthew Yeates 6-1 7-5 in the Central Africa Masters 1 round of 32 on hard. The upset overturned the form book — Matthew Yeates came in leading the head-to-head 1–0. Ashley Ford claimed a first win over Matthew Yeates in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-18 | Central Africa Masters 3 | R32 | hard | Matthew Yeates | 6-2 1-0 |