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Senior Underwriter - Specialty Group Insurance

Date: May 4, 2022

Location: Winnipeg, MB, CA, R3C-1A8 Nepean, ON, CA, K2E-7W5 Edmonton, AB, CA, T6E-6A8 Calgary, AB, CA, T2R-0E4 Regina, SK, CA, S4S-6X3 Toronto, ON, CA, M2P-2B7 Moncton, New Brunswick, CA, E1E-4R5 Vancouver, British Columbia, CA, V6J-4Y3 Kitchener, ON, CA, N2G-1H6 Saskatoon, SK, CA, S7H-0W5

Company: Wawanesa Insurance


We’re proud to give our employees the flexibility to choose how and where they want to work. In this role, you will decide whether your preference is to work from home (remote), work from the office or a hybrid of time spent at both. You may live and work anywhere that Wawanesa operates in Canada. 

The Wawanesa Mutual Insurance Company, founded in 1896, is Canada’s largest mutual insurer, with $3.9 billion in annual revenue and assets of $10.5 billion. Wawanesa Mutual, with executive offices in Winnipeg, is the parent company of Wawanesa General, which offers property and casualty insurance in California and Oregon; Wawanesa Life, which provides life insurance products and services throughout Canada; and Western Financial Group, which distributes personal and business insurance across Western Canada. With more than 5,700 employees, Wawanesa proudly serves more than two million policyholders in Canada and the United States. Wawanesa actively gives back to organizations that strengthen communities where it operates, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.

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

Reporting to the Manager, Specialty Lines as part of the Life Specialty Lines team, the Senior Group Underwriter, Specialty Lines prepares quotes, completes renewal reviews and enrolls new groups that are within the Group Special Risk block of business. Responsibility includes analyzing the acceptability of complex and high premium business within company guidelines by working collaboratively with our Sales Team, and providing value added expertise and service to both potential and existing policyholders, in response to quote enquiries, renewal ratings and requests for changes to insurance coverage.


Job Responsibilities

  • Review quotes for completeness and perform risk analysis using underwriting principles, technology and external data sources, for the purposes of quoting, negotiating and authorizing the acceptance of risk.
  • Analyze renewal data and determine eligibility for policy renewals based on guidelines and retention goals of the company.
  • Prepare renewal documents and distribute to Sales team.
  • Meet request for proposal and renewal deadlines by prioritizing workload.
  • Communicate decisions and respond to requests, including coverage details, coverage changes and renewal rating, in a prompt and professional manner.
  • Ensure efficient handling of work assignments, including calls.
  • Prepare and distribute Application documents to the Sales team and Group Operation to enroll new Group Special Risk clients.
  • Record and maintain a database of quote and renewal decisions made and maintain completeness of policy data.
  • Maintain an excellent understanding and knowledge of the Group Special Risk marketplace, products, brokerages, and competitors.
  • Act as a subject matter expert on Group Special Risk insurance policies, processes, regulations and audit.
  • Influence team members in a positive manner and provide short-term and long-term direction effectively working towards team goals.
  • Mentor and train less experienced team members.
  • Foster positive working relationships with internal and external parties, including networking at industry events.
  • Participate in periodic work reviews for quality assurance purposes. 
  • Support the development and implementation of business change.
  • Perform other duties as assigned.


  • Post-secondary education or related business experience.
  • 3 years of Group Special Risk insurance experience.
  • Completed or actively pursuing GBA or CEBS designation.
  • Advanced understanding of Group insurance principles.
  • Excellent attention to detail with the ability to review and analyze 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.
  • Excellent interpersonal, customer service and conflict resolution skills.
  • Strong time management skills with the ability to handle changing priorities and fluctuating work volumes to meet deadlines.
  • 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.
  • Working knowledge of Microsoft Office Suite.


Wawanesa provides its employees with a respectful, challenging and rewarding environment where they can maximize their potential while contributing to the company’s goals. Our full-time permanent employees are provided with highly competitive compensation packages (salaries, generous vacation allowance, leave top up, annual bonus plan, premium free benefits and a pension plan). Wawanesa provides a stable environment for its employees in today’s challenging markets. 

Wawanesa is an equal opportunity employer and is committed to fostering a diverse workforce that is equitable and inclusive for all. Wawanesa provides equal employment opportunity to all employees and applicants without regard to an individual’s protected status: race/ethnicity, colour, religion, creed, sex or gender, sexual orientation, gender identity or expression, family or marital status, pregnancy/childbirth or related conditions, national origin, disability, military or veteran status, or any other protected status. Accommodations are available upon request throughout all aspects of the selection process. Candidates requiring accommodations may contact, in confidence,

If you are interested in this exciting, challenging position with Wawanesa, apply today with your Resume.

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