Senior Case Manager

Wawanesa Insurance; Winnipeg; Hybrid; CAD 70,000 - 80,000; Full time

Benefits offered by this job

Annual bonus plan

Vacation time

Personal days

Pension plan

Job summary

The Wawanesa Mutual Insurance Company in Winnipeg is seeking an experienced Disability Claims Specialist to own complex Short-Term Disability, Long-Term Disability and Disability Income claims across Group and Individual lines. You will handle escalations, investigations, and collaborate with internal and external stakeholders to move cases forward with care.

Candidates should have 3–5 years in disability case management, a medical-related degree preferred, and strong MS Office/SharePoint

Qualifications

• 3–5 years of disability case management experience.
• Post-secondary degree/diploma in medical or related field preferred.
• Proficient in MS Office, especially Excel and SharePoint.
• Strong ability to interpret contract wordings and meet deadlines.
• Excellent organizational and prioritization skills with service standards.
• Customer-service orientation with empathetic approach.
• Strong communication and negotiation skills for internal/external customers.
• Ability to handle sensitive information with confidentiality.

Responsibilities

• Review, assess and render decisions on disability and other claims using strategies to reach resolutions.
• Conduct complex investigations on existing case files as required.
• Collaborate with clients, claimants, reinsurers, medical practitioners and providers to obtain documentation and updates.
• Review policy wordings to ensure decisions stay within policy scope.
• Communicate decisions verbally and in writing in a clear, courteous manner.
• Address claim escalations, complaints and litigation to successful resolution.
• Coordinate rehabilitation and services to assist return to work with multiple providers.
• Maintain records of workload and claims adjudication.
• Respond to claimant inquiries within service standards.
• Will perform other duties as assigned.

Skills

Disability case management

Microsoft Excel

SharePoint

Contract interpretation

Communication skills

Time management

Customer service

Attention to detail

bilingual English/French asset

Education

Post-secondary degree/diploma in medical field

Tools

Microsoft Office Suite

SharePoint

Job description

Job ID: 10273

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

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: $70,000 - $80,000. 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

In this role, you’ll take ownership of complex Short-Term Disability, Long-Term Disability, and/or Disability Income claims across our Group and Individual business, helping drive great outcomes for our customers and supporting Wawanesa’s continued success. You’ll bring your expertise to high-impact files, including escalations, complaints, litigation, and other sensitive or complex claims matters, partnering with internal teams and external stakeholders to move cases forward with care, clarity, and sound judgment.

Job Responsibilities

• Review, assess and render decisions on disability and other claims through the development of claims management strategies to bring claims to succession resolutions.
• Conduct complex investigations as required on existing case files.
• Collaborate with clients and claimants, reinsurers, medical practitioners and providers to obtain claims documentation, provide updates as to claims status and respond to inquiries.
• Review complex and differing policy wordings to ensure decisions are made within the policy’s scope.
• Communicate decisions verbally and in writing in an effective and courteous manner.
• Address claims escalations, complaints, and/or claims litigation to a successful resolution.
• Coordinate rehabilitation and other services to assist with successful return to work, including complex programs with multiple providers.
• Maintain records of individual workload and claims adjudication.
• Respond to claimant or other inquiries within company service standards.
• Will perform other duties as assigned.

Qualifications

• 3 – 5 years experience working in a Disability Case Management position.
• Post-secondary degree/diploma in a medical or related field preferred.
• Demonstrated advanced skills with Microsoft Office, including Excel and Sharepoint.
• Excellent ability to interpret and apply contract wordings.
• Strong deadline and time management.
• Strong organizational and prioritization skills while maintaining service standards.
• Demonstrated customer service orientation, with empathetic approach.
• Strong attention to detail with the ability to identify relevant information and potential impacts.
• Strong communication and negotiation skills, with the ability to communicate at the right level for the intended audience, including internal and external customers through written or verbal communication.
• Ability to handle sensitive information while following confidentiality guidelines/legislation.
• Proficiency in both languages (English and French) 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.

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 [e-mail].

All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

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.