Simon Dickson defeated James Auckland 6-4 6-4 in the Great Britain F8 round of 32 on hard. Simon Dickson extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-04-23 | China F2 | R16 | hard | Simon Dickson | 6-3 6-0 |
| 2000-01-31 | Great Britain F1 | R32 | carpet | James Auckland | 1-6 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.