A letter from G.F. Richards, Secretary to the Board of Police Commissioners, to M. Peterson, Secretary of the Committee on Finance, enclosing a letter he (Richards) sent to the City Comptroller regarding the settlement payment of $5000 to ex Police Chief Donald MacPherson.

A letter from Alex Freeman, a graduate student at Columbia University in New York, and a former student of the University of Manitoba, asking Mayor Gray for sources on the General Strike to assist him in writing his thesis.

A letter from the City Clerk's Offoce to G.F. Richards, Secretary of the Board of Police Commissioners, approving the payment of $5000 to ex Police Chief MacPherson, as part of a legal settlement for his termination during the strike.

A letter from G.F. Richards, Secretary to the Board of Police Commissioners, to C.J. Brown, City Clerk, asking that the Committee approve a $5000 payment for a legal settlement with D. MacPherson, whose employment as Chief of Police was terminated during the General Strike.

A letter from the City Clerk's Office to Alderman J. Blumberg, informing him that Council appointed him to the Social Welfare Commission during the absence of Aldermen A.A. Heaps and John Queen.

A letter from the City Clerk's Office to G.B. Clarke, Secretary of the Social Welfare Commission, informing him that Alderman J. Blumberg has been appointed to the Commission in the absence of Aldermen John Queen and A.A. Heaps.

A letter of reference from C.F. Rannard of Rannard Shoe Ltd. To Mayor Gray and members of Council regarding F.H. Ireton, a former firefighter who went out on strike and was not taken back by the Fire Department after the strike ended.

A letter from G.B. Clarke, Secretary of the Social Welfare Commission, to C.J. Brown, City Clerk, requesting a representative from Ward 5 be appointed to the Commission, in lieu of the continued absence of Aldermen John Queen and A.A. Heaps.

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 [partial?] transcript of a meeting of the Special Committee on Investigation of the Fire Department held on March 5, 1920, in which the committee was hearing suggestions for ways to improve the efficiency of the Fire Department. Several firemen let go during the General Strike used this as an opportunity to voice their dissent.

A letter from Mayor Gray to O.E. Payne, Editor of The Hearld, a newspaper out of Hanna, Alberta, responding to the latter's inquiry about the preachers associated with the General Strike and their denominations.

A man, possibly William Pritchard, speaks to a crowd of strikers in Victoria Park.

Annual report of the Department of Health for the year 1919. Provides information and statistics on Department initiatives and public health within the City more generally, including diseases (including the “Spanish Influenza” or “Spanish Flu” outbreak), inoculations, education campaigns, food quality, scavenging and waste disposal, deaths, and general saniation. Also includes information about budgets and finances within the Department.

A painted, framed portrait of Mayor Charles Gray (1919-1920), painted by V.A. Long in 1919.

A letter from C.J. Brown, City Clerk, to R.H. Smith, Secretary-Treasurer of the Winnipeg Public School Board, informing him that Council will reimburse the School Board for use of their facilities and labour during the General Strike.