Joshua Milton defeated Anna Fitzpatrick 6-4 6-2 in the Great Britain F14 qualifying round on hard. The result followed the form book — Joshua Milton came in leading the head-to-head 2–0. Joshua Milton extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-09-20 | Great Britain F15 | R16 | hard | Joshua Milton | 6-2 6-1 |
| 2009-05-11 | Great Britain F7 | R32 | clay | Joshua Milton | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.