Senior Field Underwriter - Commercial, Midmarket, Alberta

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Date: Jun 27, 2026

Location: Edmonton, AB (Hybrid), CA Lethbridge, AB (Hybrid), CA Calgary, AB (Hybrid), CA

Company: Wawanesa Insurance

 

Job ID: 9936 


Employment Type: Existing Role

 

Working Business Language: English. This role requires regular interaction with customers in 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. 

 

About Us

The Wawanesa Mutual Insurance Company (“Wawanesa Mutual”), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada. Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,300 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change. We are also proud to be recognized as one of Manitoba’s Top Employers. To learn more visit 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 Senior Field Underwriter, Commercial Mid-Market is accountable for the profitable growth of a defined new business portfolio within an assigned territory. This role owns broker relationships, drives a disciplined new business pipeline development and conversion, exercises underwriting authority to secure new business aligned to risk appetite and portfolio strategy.  This role operates with a high degree of autonomy within defined underwriting authority, making independent decisions on pricing, structure, and deal strategy for mid-market risks. This sale driven role balances new business production and relationship management with sound underwriting judgment, contributing to both immediate growth outcomes and the long-term sustainability and profitability of the mid-market portfolio. 

 

Job Responsibilities

  • ​​Own and deliver new business growth targets through territory strategy, pipeline management, and broker engagement.
  • Drive pipeline conversion by proactively structuring deals and managing opportunities with key brokers.
  • Develop and execute territory strategies to increase broker penetration, win rates, and portfolio growth.
  • Exercise underwriting authority to assess, price, and structure complex mid-market risks.
  • Ensure alignment with underwriting guidelines, risk appetite, and portfolio quality while balancing growth objectives.
  • Document underwriting decisions, rationale, and risk mitigation strategies.
  • Apply market insights and pricing dynamics to develop competitive solutions and business cases.
  • Build and maintain strong broker relationships, acting as a trusted advisor and providing clear underwriting direction.
  • Identify growth opportunities within the broker portfolio aligned to segment strategy.
  • Represent the organization in broker meetings, industry events, and market engagements.
  • Gather and share competitor and market intelligence to inform strategy and improve positioning.
  • Collaborate with cross-functional partners and capture insights from lost or declined business to support continuous improvement and profitable growth.

Qualifications

  • 7-10+ years of commercial underwriting experience with strong mid-market exposure.
  • ​Successful track record of delivering profitable growth and managing broker relationships in a competitive broker distribution environment. 
  • ​Proven ability to underwrite complex, multi-line accounts. 
  • ​Strong technical expertise in relevant product line (property and casualty/farm/fleet) coverages, pricing, and wording interpretation. 
  • ​Post-secondary education in Business, Finance, or related field; completed or actively pursuing a professional designation (CIP, FCIP, CRM, or equivalent). 
  • ​Strong analytical, negotiation, and decision-making skills, proven ability to use sound judgement to evaluate risk and profitability. 
  • ​Bilingualism in English and French is considered an asset. 
  • ​Proficiency with Microsoft Office and ability to learn internal systems quickly. 
  • ​Excellent relationship management, communication, presentation and stakeholder engagement skills in order to influence broker partners effectively.  
  • ​Strong organizational skills with the ability to prioritize, multi-task, and meet deadlines. 
  • ​Frequent travel is expected to support in person broker relationship management and visits; a fleet vehicle is provided, and a valid driver’s license with the ability to travel regularly within the assigned territory is required. 

#LI-WAWA


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.
 

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.