Luke Milligan defeated David Sherwood 6-3 1-6 6-3 in the Great Britain Masters 3 round of 16 on grass. Luke Milligan extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-09-23 | Great Britain F8 | SF | hard | David Sherwood | 6-1 6-4 |
| 1999-09-27 | Great Britain F9 | R32 | hard | Luke Milligan | 6-4 6-2 |
Averages over each player's completed matches in the selected window (5 vs 2). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About