Chris Lewis defeated David Sherwood 6-2 6-4 in the Great Britain F7 round of 16 on grass. Chris Lewis extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-06-11 | Nottingham | Q32 | grass | Chris Lewis | 7-5 6-7(0) 6-1 |
| 2004-10-04 | Great Britain F6 | SF | hard | David Sherwood | 7-6(1) 5-7 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.