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.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. 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.

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.

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. 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.

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. Engage regional business teams, manage quality of the delivered solution, ensuring all initiative objectives are met.

Anticipate bottlenecks, provide escalation management, and balance the business needs versus technical constraints. Follow agile practices and lean six sigma methodologies. Communicate system solutions in business and technical terms.





Analyze business processes for opportunity for improvement by eliminating waste and implementing changes. Manage relationships and work efforts of third-party vendors and consultants specifically related to assigned work. Leverage software development tools, such as JIRA, Confluence and Microsoft Teams Lead OCM support on initiatives by creating training material and providing demos and training staff as required.

Minimum seven years of property and casualty insurance experience or business analysis. Completed CIP or equivalent Business Analysis designation Advanced analysis and conceptual thinking skills with the ability to conduct detailed analysis of information, and to select and implement best solutions. Advanced planning, organizing and time management skills, with the ability to develop and implement plans by prioritizing and multitasking.

Strong working knowledge of Microsoft Office Suite Proven experience in agile practices, scrum, Kanban, lean six sigma methodologies and continuous delivery. Proven experience on corporate strategic initiatives or projects. Bilingual is an asset #Diversity Equity, Inclusion& Belonging At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.

We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas.

📌 Lead Executive Claims Analyst (Winnipeg)
🏢 Wawanesa
📍 Winnipeg