James May defeated Ian Flanagan 7-6 6-3 in the Great Britain F4 round of 32 on hard. The result followed the form book — James May came in leading the head-to-head 1–0. James May extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-10-24 | Great Britain 4 3 | R32 | hard | James May | 7-5 |