Ross Matheson defeated Martin Lee 6-2 6-7 7-5 in the Great Britain 3 Masters 3 round of 16 on grass. The upset overturned the form book — Martin Lee came in leading the head-to-head 2–0. Ross Matheson claimed a first win over Martin Lee in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-23 | Great Britain F7 | F | hard | Martin Lee | 4-6 7-5 6-4 |
| 1997-09-15 | Great Britain 4 Masters 1 | SF | hard | Martin Lee | 3-6 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.