Claims Technical Specialist

Job ID: 10276 

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; Moncton, NB; Dartmouth; NS. 

Working Business Language: English. This role requires regular interaction with members and stakeholders across Canada where the primary business language utilized is English. As such, the successful candidate must be fully proficient in 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 - $110,000. 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 wawanesa.com.

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 a Claims Technical Specialist, you will play a key role in supporting Wawanesa’s commitment to an exceptional claims experience by providing technical guidance, strengthening claims practices, and contributing to continuous improvement across the adjusting function.

Job Responsibilities

• Provide technical guidance on complex property claims, including large loss, commercial, farm, litigation, catastrophic event, and other high-complexity files.
• Support claim strategy, coverage analysis, policy interpretation, reserving, investigations, settlement planning, and resolution recommendations.
• Promote consistent claims handling by supporting best practices, documentation standards, file quality expectations, and reserving approaches.
• Identify opportunities to reduce leakage and improve subrogation and salvage outcomes through file reviews, coaching, and practical feedback.
• Coach and mentor adjusters, supervisors, and leaders through case reviews, workshops, best-practice discussions, and technical learning support.
• Use quality results, reporting, and operational trends to recommend improvements and strengthen claims practices.
• Participate in large loss reviews, escalations, and complex claim decisions.
• Work with internal teams, legal counsel, external experts, vendors, and partners to align resources, manage expenses, and support strong claim outcomes.
• Contribute to national claims initiatives, process improvements, new workflows, technologies, and technical standards.
• Bring analytical, investigative, collaborative, and member-focused judgment to each file while influencing partners without direct authority.

Qualifications

• 5–10 years of Property and Casualty insurance experience, including complex claims adjusting.
• Experience with commercial and farm claims, including subscription files.
• Knowledge of litigation and how it impacts claim strategy and resolution.
• Completed CIP designation or equivalent experience.
• Strong knowledge of coverage wordings, policy interpretation, case law, legislation, and insurance regulations.
• Excellent analytical and problem-solving skills, with the ability to review information, assess options, and recommend timely, practical solutions.
• Strong communication, negotiation, and presentation skills, with the ability to tailor information to different audiences and influence decisions.
• A collaborative approach and the ability to contribute to shared team goals.
• Ability and willingness to travel within Canada as needed.

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. 
 

We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to jobs@wawanesa.com.
 

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Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.