Subseries consists of portraits of the Mayors of Winnipeg. They are of various sizes, generally 30-50 inches by 30-50 inches. The portraits began to be painted in 1902 and were subsequently painted as each Mayor sat in office.The first 29 portraits were painted by V.A. Long. The rest were painting by various artists.
A letter to Mayor Gray from W.G.W. Fortune, General Secretary of the Peoples' Prohibition Association of British Columbia, asking the Mayor to sign a statement that prohibition limited violence during the General Strike.
A letter from James Smith, Plumbing and Sewer Inspector, to C.J. Brown, City Clerk, in response to a request from Council, stating that no employees in his department were displaced by the General Strike.