Senior Project Manager

Employment Type: Existing Role

Working Business Language: English. This role is considered a head‑office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is English.

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full‑time and part‑time permanent employees are eligible for an annual bonus plan, leave of absence top‑up programs and are provided with generous vacation time, personal days, premium free benefits and a pension plan. The salary offered for this role is estimated to be within the following range: $110,000–$135,000.

Candidates with salary expectations outside of the range are still encouraged to apply.

About Us: At Wawanesa Mutual Insurance Company ("Wawanesa Mutual"), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). The company is based in Winnipeg and is the parent company of Wawanesa Life and Western Financial Group. Wawanesa serves over 1.7 million members in Canada and employs more than 3,300 staff.

We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations.

We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.

Working under limited supervision, this role plays a critical part in delivering large, complex, and strategic initiatives that support Wawanesa’s strategic priorities. The Senior Project Manager is accountable for managing cross‑functional teams, third‑party vendors, and internal stakeholders to deliver measurable outcomes and value.

• Lead the end‑to‑end delivery of large‑scale, strategic projects, ensuring alignment with enterprise priorities and the EPMO’s strategic execution framework.
• Develop and manage integrated project plans, schedules, budgets, and resource allocations using approved methodologies and tools.
• Manage project decisions, risks, issues, dependencies, and change requests.
• Collaborate with Portfolio Planning and Business Architecture stakeholders to ensure project alignment with capability roadmaps, resource planning, and value architecture.
• Support benefits realization by contributing to the definition of success metrics, tracking KPIs, and contributing to value creation reporting.
• Prepare and present project updates, dashboards, and governance materials.
• Manage vendor relationships and contracts to ensure quality and accountability in third‑party delivery.
• Champion change management practices in collaboration with the Enterprise Portfolio Change stakeholders to support adoption and sustainment.
• Drive consistent application of the PM COE methodology and tools resulting in effective and consistent delivery of projects.
• Contribute to continuous improvement of delivery standards and tools.
• Mentor junior Project Managers and contribute to the maturity of the Project Management Centre of Excellence.
• Maintain accurate and transparent project documentation and reporting to stakeholders and governance forums.
• Ensure consistent application of project management methodologies (e.g., PMI, Agile, SAFe) and tools (e.g., JIRA, Confluence, SharePoint, MS Planner).
• Perform other duties as assigned.

• 7 years’ experience managing large, complex, and strategic projects.
• Formal project management training from a recognized college or university.
• Post‑secondary education or an equivalent combination of education and experience.
• Experience using various project management methodologies and tools.
• Knowledge and understanding of Information Technology principles (Architecture, Application Development, Quality Assurance, Service Delivery).
• Communicates persuasively and eloquently to all levels of audience, effectively facilitates sessions, and delivers powerful presentations.
• Ability to support high team morale by encouraging others to be excited,…