Richard Wire defeated Matthew Smith 6-3 6-3 in the Great Britain 2 2 round of 32 on hard. The upset overturned the form book — Matthew Smith came in leading the head-to-head 2–0. Richard Wire claimed a first win over Matthew Smith in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-07-10 | Great Britain F9 | R16 | grass | Matthew Smith | 6-3 3-6 6-3 |
| 2006-06-19 | Ireland F1 | QF | carpet | Matthew Smith | 5-7 6-1 6-4 |