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Manager, Portfolio Delivery

Remote / Online - Candidates ideally in
Winnipeg, Manitoba, A3C, Canada
Listing for: Wawanesa
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-02-28
Job specializations:
  • Management
    Program / Project Manager, Operations Manager, IT Project Manager
  • IT/Tech
    IT Project Manager
Salary/Wage Range or Industry Benchmark: 140000 - 180000 CAD Yearly CAD 140000.00 180000.00 YEAR
Job Description & How to Apply Below

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 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: $140,000 - $180,000. 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

Job Overview

The Manager, Portfolio Delivery, leads a team of project professionals to deliver large strategic change through the development and continuous improvement of project management capabilities across the enterprise. This role ensures consistent, high‑quality delivery of strategic initiatives by embedding best practices, driving strategic alignment, and enabling benefits realization. The Manager plays a key role in maturing the EPMO’s delivery model and fostering a culture of accountability, transparency, and continuous learning.

Job Responsibilities
  • Lead the Project Management Centre of Excellence by enhancing practices, standards, and tools with a continuous improvement mindset in alignment with enterprise strategy.
  • Lead a team of Project Managers, providing coaching, performance feedback, and professional development to build delivery excellence.
  • Collaborate with Portfolio Planning to ensure alignment between intake, prioritization, and execution processes.
  • Support the development and implementation of value architecture, including KPIs and success measures, to track benefits realization.
  • Conduct regular health checks and audits to ensure conformance to project management standards and identify opportunities for improvement.
  • Lead project management training and coaching initiatives across the organization to build enterprise‑wide capability.
  • Drive project readiness including all necessary resources and processes in preparation for project launch.
  • Partner with Enterprise Portfolio Change to integrate change strategies into project delivery.
  • Contribute to strategic planning cycles by providing insights on delivery capacity, resource planning, and capability readiness.
  • Represent the Project…
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