John Rae served as Sydney's first full time town clerk between 1843 and 1853, and his position required him to be secretary, administrator and chief adviser to the council. He also acted as legal officer, pioneering the interpretation of the City of Sydney Municipal Incorporation Act and the framing of council by-laws and regulations. The Australian Dictionary of Biography records that Rae painted for his own pleasure and that his work revealed a quiet sense of humour. Perhaps in during a tedious council meeting he found time to sketch.

(Image: Council Minute Book : Proceedings of Council, 24 June 1852 , ink sketches by John Rae, Town Clerk (1843-1853) by John Rae, Town Clerk (1843-1853))