James Davidson defeated Iain Bates 6-2 7-6 in the USA 4 Masters 2 round of 64 on hard. The result followed the form book — James Davidson came in leading the head-to-head 1–0. James Davidson extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Great Britain F8 | R32 | hard | James Davidson | 7-6 1-6 6-4 |