Chief Administrative Officer 

Jason Reynar

Jason ReynarB.A. (Hons.), LL.B., LL.M., M.B.A., Acc.Dir. 

Rapidly improving our quality of life through local government innovation is Jason's passion. As a lawyer, he navigates through a haze of regulation to find practical – sometimes disruptive – ways to deliver services, such as a public transit system powered by a ride-sharing app. Recently hired as the Chief Administrative Officer for The Corporation of the City of Windsor, Jason is the head of the professional public service, reporting to Council and responsible for leading the municipality’s corporate administration. Jason is thrilled to have the opportunity to help lead the City of Windsor’s next chapter. From economic development to providing social services, he looks forward to tangibly improving the lives of Windsorites and helping businesses recover from the pandemic and prosper. 

As the former Chief Administrative Officer of the Town of Innisfil, Ontario, Jason led a team of dedicated public servants that strove to create an organization and community that were authentic, collaborative and creative. Previous roles included Town Solicitor and Town Clerk in the same community and Litigator in Toronto prior to joining the public sector. 

Jason's educational background includes a Bachelor of Arts (Honours) in Criminal Justice and Public Policy from the University of Guelph, a Bachelor of Laws and Masters of Law (Municipal Specialization) from Osgoode Hall Law School and a Masters of Business Administration from the Schulich School of Business.As provided in By-law 218-2002, the CAO serves at the pleasure of City Council and has responsibility as folllows:

  • For the management of human, fiscal, and physical resources of the City.
  • To lead, direct, coordinate and supervise the implementation of the policies and programs approved by City Council.
  • To provide strategic guidance and advice to City Council for the effective delivery of programs and services in a manner consistent with the well being of all City residents.
  • To provide leadership and direction to all departments, ensuring the corporate coordination of the activities of all departments and the efficient and consistent implementation of policies and decisions of City Council.
  • To encourage throughout the City’s administration a continuous search for improvement in the delivery of City services to the public and the management of the City’s affairs.
  • To foster a positive working relationship with the Members of City Council, and build a positive and collegial atmosphere with all City employees and bargaining units.
  • To foster a climate of positive community relations.
  • To carry out such additional duties and exercise such additional responsibilities as Council may from time to time prescribe.
  • To manage the interests of the Corporation on intergovernmental issues at the administrative level through active participation in professional associations and through lobbying efforts with applicable Provincial and Federal ministries, agencies and crown corporations, and foreign governments.
  • To develop and maintain communication linkages with officials, groups, agencies, other jurisdictions and stakeholders as is necessary to carry out the responsibilities of the office of the Chief Administrative Officer and promote the interests of the City.

Additional Roles and Responsibilities:

  • Regular updates to the Corporate and Community Strategic Planning initiative.
  • Regular organizational and operational reviews, ensuring effective and efficient utilization of existing resources.
  • Regular reports on the overall efficiency of operations.
  • The financial control of the Corporation with general assistance from the Treasurer, ensuring quarterly reporting to Council on the financial status of the municipality.
  • The annual estimates (current and capital budgets) and subsequent implementation and monitoring of such budgets as approved by City Council, through the office of the Treasurer.
  • The Corporation’s Annual Performance Measures as required by Provincial regulations.
  • Information and reports in a timely manner for deliberation, as requested by Council.
  • Administrative responsibilities and duties as may be delegated by Council through resolution or by-law.
  • Administrative and or policy/operational issues and advice as may be requested or required by Council, including attendance at all Council meetings, being entitled to speak at the meeting with the consent of the Chairman of Council.
  • Regularly scheduled meetings with the Senior Management of the Corporation for the purpose of providing direction and discussing management issues, corporate policy and general coordination of matters of significance to the operations of the Corporation.
  • Support for economic development initiatives.
  • Initiation and maintenance of linkages with various local organizations, boards and agencies, as well as provincial and federal governments, agencies and associations.