Richard Bloomfield defeated Ken Skupski 7-6 6-4 in the Great Britain F4 qualifying round on hard. The result followed the form book — Richard Bloomfield came in leading the head-to-head 2–0. Richard Bloomfield extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-03-09 | Great Britain F3 | R32 | hard | Richard Bloomfield | 6-1 6-7(5) 6-0 |
| 2008-05-05 | Great Britain F8 | R32 | clay | Richard Bloomfield | 6-2 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.