Richard Bloomfield defeated Matthew Smith 6-7 6-4 6-3 in the Great Britain 1 2 round of 32 on hard. The result followed the form book — Richard Bloomfield came in leading the head-to-head 4–0. Richard Bloomfield extended the head-to-head to 5–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-01-21 | Great Britain F2 | R16 | hard | Richard Bloomfield | 6-4 7-6(5) |
| 2005-09-05 | Great Britain F11 | QF | hard | Richard Bloomfield | 6-1 2-6 6-2 |
| 2005-01-31 | Great Britain 1 Satellite 2 | R16 | hard | Richard Bloomfield | 6-3 6-0 |
| 2003-09-15 | Great Britain F9 | R16 | hard | Richard Bloomfield | 6-4 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.