Ladislav Chramosta defeated Matthew Smith 7-6 6-1 in the Great Britain F14 qualifying round on hard. The upset overturned the form book — Matthew Smith came in leading the head-to-head 1–0. Ladislav Chramosta claimed a first win over Matthew Smith in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-10-10 | Great Britain F15 | QF | hard | Matthew Smith | 6-4 5-7 7-5 |