Ian Flanagan defeated Andrew Kennaugh 6-3 6-3 in the Great Britain 1 3 round of 16 on hard. The upset overturned the form book — Andrew Kennaugh came in leading the head-to-head 1–0, but Ian Flanagan had been the form player, winning 3 of their last 8 on hard. Ian Flanagan claimed a first win over Andrew Kennaugh in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-07-25 | Great Britain 3 4 | R32 | hard | Andrew Kennaugh | 3-1 |