Simon Dickson defeated Justin Layne 7-6 6-3 in the India 1 3 round of 32 on hard. The result followed the form book — Simon Dickson came in leading the head-to-head 1–0. Simon Dickson extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-27 | Great Britain F9 | R32 | hard | Simon Dickson | 6-3 6-4 |