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Senior Underwriter - Commercial Lines, Ontario

Remote / Online - Candidates ideally in
Toronto, Ontario, C6A, Canada
Listing for: Wawanesa Insurance
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-07-16
Job specializations:
  • Insurance
    Insurance Sales, Insurance Analyst, Risk Manager/Analyst, Underwriter
Salary/Wage Range or Industry Benchmark: 80000 - 100000 CAD Yearly CAD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

Job : 10178

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;
Ottawa, ON.

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: $80,000 - $100,000. 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 Senior, Underwriter, Commercial Lines is responsible for analyzing the acceptability of complex and high premium volume business according to company guidelines by working collaboratively with our sales force and providing value added expertise and service to both potential and existing policyholders.

Job Responsibilities
  • Perform risk analysis using technology as well as external data sources for the purposes of quoting, negotiating and authorizing the acceptance of risk.
  • Arrange reinsurance or subscribing companies where appropriate.
  • Determine eligibility for policy renewals based on guidelines and retention goals of the company.
  • Maintain accurate records of decisions made and maintain completeness of policy data.
  • Communicate decisions, and respond to requests in a prompt and professional manner.
  • Act as a subject matter expert for insurance policies, processes, regulations and audit.
  • Mentor and train less experienced team members.
  • Participate in periodic work reviews for quality assurance purposes.
  • Support the development and implementation of business change.
  • Ensure efficient handling of work assignments, including calls.
  • Influence team members in a positive manner, and provide short term direction effectively working towards team goals.
  • Foster positive working relationships with internal and external parties, including networking at industry events.
  • Perform other duties as assigned.
Qualifications
  • Five years Property and Casualty industry…
Position Requirements
10+ Years work experience
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