Date: Aug 21, 2026
Location: Kitchener, ON (Hybrid), CA North York - Toronto, ON (Hybr, CA
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Company: Wawanesa Insurance
Job ID: 10222
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: Toronto (North York), ON; Kitchener, ON.
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: $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
The Group Underwriting Consultant is responsible for owning a block of business. Leveraging their technical expertise in Group Underwriting and experience in Client Relationship Management they will effectively manage the profitability and retention of their block. They partner closely with the Sales team and are responsible for analyzing the and determining the acceptability of complex and high premium business according to company guidelines. They will also support the leadership in coaching and supporting a team of Underwriters focused on growing our block of business.
Job Responsibilities
Client Relationship management in partnering and supporting clients and sales partners. Bringing solutions to the table that provide win/win solutions for all parties.
Working closely with leadership to develop and deliver on pre- and post-renewal strategies, supporting the financial requirement of all parties.
Perform risk analysis using group underwriting principles and tools as well as external data sources for the purposes of quoting, negotiating, and authorizing the acceptance of risk
Review complex group insurance requests for quotations and underwriting requirements to evaluate the degree of risk involved through assessment of claim history, occupational hazards, financial background, insurable interest and other information pertinent to the decision, for all Group Insurance lines of business
Assist with the preparation of marketing specifications, review and prepare cost comparisons of carrier proposals
Communicate decisions and respond to clients, brokers, agents, and third-party distributors requests in a prompt and professional manner
Provide excellent customer service and build positive relationships with internal and external clients
Maintain a full understanding of the group insurance markets, funding alternatives, networks and benefit plan options. Contribute through knowledge sharing to the long term plans as it relates to all Group Insurance products and services.
Perform other duties as assigned
Qualifications
5 to 10 years of increasingly responsible work in a related role/field with a focus on Underwriting practices in the Group Insurance industry.
Post-secondary education in Actuarial Sciences, Mathematics, Statistics, Finance, Economics, Business Admin, Data Science, or related fields
Completed Group Benefits Associate (GBA) and actively pursuing Certified Employee Benefit Specialist (CEBS) Designation
Strong working knowledge of group insurance products and services across industry partners
Solid understanding of various underwriting and funding/pricing methodologies including association business, block pricing and flexible benefit plans.
Expert skills in Microsoft Excel, Proficient in PowerPoint, and Word
Self-motivated, highly driven, team player, with the ability to work independently
Ability to prioritize time-sensitive deadlines in a fast-paced environment
Desire and demonstrated continuous learning within the group insurance industry
Excellent attention to detail with the ability to review information carefully and comprehensively
Strong mathematical, analytical and problem-solving skills with the ability to identify, develop and implement appropriate solutions
Excellent written and verbal communication skills with the ability to present information in a convincing manner
Strong time management skills with the ability to handle changing priorities and fluctuating work volumes to meet deadlines.
Excellent interpersonal, customer service and conflict resolution skills. Leverage your negotiation skills.
Excellent decision-making skills with the ability to provide justification.
Ability to multi-task and monitor progress to meet deadlines.
Ability to adapt to change and perform effectively under pressure.
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
[email protected].
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.
