Barry Cowan defeated Andrew Richardson 6-4 6-4 in the Great Britain 3 Masters 2 qualifying round on grass. The result followed the form book — Barry Cowan came in leading the head-to-head 3–2. Barry Cowan extended the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-02-03 | Great Britain 1 Masters 1 | R16 | carpet | Andrew Richardson | 6-2 7-6 |
| 1995-07-30 | Great Britain 3 Masters 1 | R16 | grass | Barry Cowan | 6-1 6-7 7-6 |
| 1994-10-02 | Great Britain 4 Masters 2 | R16 | hard | Andrew Richardson | 7-6 6-2 |
| 1993-11-27 | Pakistan Masters 2 | R16 | hard | Barry Cowan | 6-2 6-3 |
| 1993-11-27 | Pakistan Masters 4 | QF | hard | Barry Cowan | 7-6 6-3 |
Averages over each player's completed matches in the selected window (22 vs 13). 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