In 1884 to 1892 he was in-house architect for William Willett, producing high-quality housing for the wealthy in London and South East England; these were normally in the ornate red-brick Queen Anne style popular at the time.
He was later the Director of Barrack Construction for the British War Office and was responsible for buildings such as Redford Barracks in Edinburgh, the new cordite incorporating houses at the Waltham Abbey Royal Gunpowder Mills and New Building, Royal Military Academy Sandhurst.
[2] Measures was appointed a Commander of the Order of the British Empire (CBE) in the 1918 New Year Honours for his work on barrack design.
Measures was responsible for a number of buildings on the original section of the CLR, many of which survive today as London Underground stations.
Measures' techniques influenced the work of another contemporary Underground station architect, Leslie Green.