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Lead Executive Claims Analyst

Remote / Online - Candidates ideally in
Winnipeg, Manitoba, A3C, Canada
Listing for: Wawanesa Insurance
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-08-09
Job specializations:
  • Insurance
    Risk Manager/Analyst
Salary/Wage Range or Industry Benchmark: 90000 - 115000 CAD Yearly CAD 90000.00 115000.00 YEAR
Job Description & How to Apply Below

Job

Employment Type:

Existing Role

Work Environment:
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;
Wawanesa, MB;
Vancouver, BC;
Calgary, AB;
Edmonton, AB;
Lethbridge, AB;
Toronto (North York), ON;
Kitchener, ON;
Ottawa, ON;
Montreal, QC;
Quebec City, QC, Moncton, NB;
Dartmouth; NS.

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: $90,000 - $115,000. Candidates with salary expectations outside of the range are still encouraged to apply.

About

The Wawanesa Mutual Insurance Company

Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada’s largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance.

In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.

Wawanesa proudly serves more than 1.8 million members and we are home to more than 3,000 employees across Canada. The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change. Learn more at

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 minimal supervision, the Lead Executive Claims Analyst will contribute to Wawanesa’s success by applying their perceptive analytical skills to understand the objectives of our business, requirements of our stakeholders, and advancements in technology to lead the delivery of claims solutions that enable exceptional claims experience for our members and end users. The right candidate for this role will have experience in leading projects or initiatives to deliver on desired results.

Job Responsibilities
  • Create, execute, and monitor initiative management plans and schedules.
  • Work with Claims and IS Leaders to define and manage scope, risks, and issues throughout the initiative life cycle.
  • Evaluate current state baselines to determine organizational/strategic benefits.
  • Engage regional business teams, manage quality of the delivered solution, ensuring all initiative objectives are met.
  • Maintain initiative repository to enhance communication, allow for tracking, and ensure transparency.
  • Lead the analysis and design of both system and business requirements for application enhancements and initiatives.
  • Create and communicate regular status reporting to all stakeholders
  • Lead the creation and delivery of initiative presentations to multiple business groups.
  • Anticipate bottlenecks, provide escalation management, and balance the business needs…
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