Manager, Strategy Planning

Job :  9821

Employment Type:

New 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, 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: $115,000 - $155,000.

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.

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
As part of Wawanesa’s Strategy & Innovation team, the Manager, Strategy Planning works collaboratively with stakeholders across the organization to guide bold strategic choices, monitor our progress toward shared aspirations, and advance enterprise alignment through forward‑looking insights.

Working under minimal supervision, you will lead and support a broad spectrum of enterprise strategy planning activities, from supporting annual and multiyear strategy cycles, to synthesizing insights and trends, assessing progress through KPIs, and developing actionable recommendations that strengthen Wawanesa’s resilience and long‑term competitiveness. You will leverage your passion for strategy, systems thinking, and structured problem solving to lead cross‑functional teams, influence senior leaders, and translate complex information into clear strategic narratives – connecting enterprise aspirations to coordinated plans that enable effective decision‑making and execution.

Your leadership ensures Wawanesa’s strategies remain robust, responsive, and grounded in a deep understanding of our operating landscape.

Job Responsibilities

Lead the development of strategic insights that integrate internal data, industry trends and market activities; working to stress test strategic decisions and assumptions, ensuring alignment of our choices with market demands and member needs.

Lead the development of clear and compelling enterprise strategy reporting, including KPI tracking, progress assessments, hypotheses tracking, and insights on strategic risks and opportunities.

Oversee the creation and delivery of strategic market and competitive intelligence reporting, proactively identifying and contextualizing inflection points, emerging risks, and opportunities that inform strategic adjustments and…