Richard Bloomfield defeated Ian Flanagan 6-2 6-1 in the Great Britain F2 round of 32 on hard. The result followed the form book — Richard Bloomfield came in leading the head-to-head 3–0. Richard Bloomfield extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-16 | Great Britain F16 | R32 | hard | Richard Bloomfield | 7-5 6-2 |
| 2004-08-02 | Great Britain F3 | R16 | hard | Richard Bloomfield | 2-6 6-3 2-0 |
| 2003-09-15 | Great Britain F9 | R32 | hard | Richard Bloomfield | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.