Financial System Implementation Project Lead

Town of Orangeville Human Resources•Orangeville, ON

6d•CA$108,672 - CA$127,130•Onsite

About The Position

The Town of Orangeville is seeking a Financial System Implementation Project Lead for a two-year contract position within the Corporate Services department. This senior role will oversee the end-to-end implementation of a new financial system, including Finance and Purchasing/PO functionality. The position reports to the Chief Financial Officer (CFO)/Treasurer and is responsible for project management, stakeholder coordination, vendor management, internal controls, and integration with existing HRIS/Payroll (Dayforce) and budgeting software (FMW). The Town of Orangeville offers a collaborative work environment and is committed to its values of respect, integrity, team, and excellence (RITE).

Requirements

Post-secondary education in Business Administration, Finance, Accounting, Public Administration, Information Systems, Business Analysis, or a related discipline, or an equivalent combination of education and experience.
Minimum seven (7) years of progressively responsible experience in financial systems and/or enterprise implementations.
At least one (1) full-cycle implementation in a lead project management role.
Demonstrated experience leading complex, cross-functional projects involving multiple stakeholders, vendors, and dependencies, with strong governance and documentation practices.
Strong working knowledge of municipal/public sector finance operations and internal controls (e.g., approvals, segregation of duties, audit readiness).
Demonstrated experience in requirements gathering, process redesign, planning and delivering system integrations and reconciliations, and facilitation of workshops with diverse stakeholder groups.
Excellent written and verbal communication skills, including the ability to prepare decision-ready materials and present to senior leadership/steering committees.

Nice To Haves

CPA designation and/or project management certification (PMP, or equivalent) is considered an asset.
Experience in Ontario municipal government and supporting procurement/RFP processes is considered an asset.
Experience integrating Financial Software with third party software such as a HRMS (Dayforce), budgeting tool (FMW), and/or line of business applications such as ExploreRec and PSDCityWide is considered an asset.

Responsibilities

Lead the end-to-end planning, execution, and delivery of the Town’s new financial system implementation, serving as the Town’s overall project manager.
Develop and maintain a detailed project plan with milestones, timelines, deliverables, resourcing, and budget tracking.
Ensure regular project status reporting and clear governance.
Lead discovery, needs assessment, and requirements definition across Finance and Purchasing/PO processes.
Function as the Financial Systems subject matter expert and Business Analyst.
Facilitate workshops to document current-state processes and define future-state workflows and internal controls.
Support the procurement process, coordinate vendor demonstrations and evaluation activities.
Manage vendors and implementation partners to ensure clear scope and issue escalation pathways.
Lead implementation delivery activities including system configuration, audit-ready controls, and reporting requirements.
Plan and coordinate integrations to ensure end-to-end process continuity, including HRIS (Dayforce) and budgeting tool (FMW) integration.
Develop and manage the data migration approach, including mapping, cleansing, conversion cycles, reconciliation, and sign-off of opening balances/subledgers and open PO/commitments.
Develop and manage test plans and execution (unit/system/integration/UAT).
Lead change management activities, readiness planning, and cutover planning, including stakeholder communication, development of user procedures/job aids, go-live readiness, decision support, stabilization/hypercare, and transitioning to operational ownership (Finance/IT).
Perform other duties as assigned.