David Sherwood defeated Eric Scherer 6-4 6-7 7-6 in the Jamaica F10 round of 32 on hard. The result followed the form book — David Sherwood came in leading the head-to-head 2–0. David Sherwood extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-01-30 | Great Britain 1 1 | R16 | hard | David Sherwood | 6-3 7-5 |
| 2006-01-30 | Great Britain 1 2 | R32 | hard | David Sherwood | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.