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Senior Project Manager

Remote / Online - Candidates ideally in
Toronto, Ontario, C6A, Canada
Listing for: Wawanesa Insurance
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-02-28
Job specializations:
  • IT/Tech
    Data Analyst, Data Science Manager, Business Systems/ Tech Analyst
Salary/Wage Range or Industry Benchmark: 110000 CAD Yearly CAD 110000.00 YEAR
Job Description & How to Apply Below

Job : 9823

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 provided with generous vacation time, personal days, premium free benefits and a pension plan. The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role.

The salary offered 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, we offer a hybrid work environment that offers flexibility to our employees in balancing in‑office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations:
Winnipeg, MB;
Vancouver, BC;
Calgary, AB;
Edmonton, AB;
Toronto (North York), ON;
Kitchener, ON;
Ottawa, ON;
Montreal, QC;
Moncton, NB;
Dartmouth, NS.

The 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). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada.

Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,300 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change.

We are also proud to be recognized as one of Manitoba’s Top Employers. To learn more visit

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.

Job Overview

Working under limited supervision, this job plays a critical role in delivering large, complex, and strategic initiatives that support Wawanesa’s strategic priorities. This role ensures that projects are executed with discipline, transparency, and alignment to 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.

Job Responsibilities
  • 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…
Position Requirements
10+ Years work experience
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