Sr Underwriter / Field Underwriter - Commercial Mid-Market, Northern Alberta

Job ID: 10401

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: Calgary, AB; Edmonton, AB.

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, fully owned by its more than 1.8 million members. Headquartered in Winnipeg, Wawanesa is the parent company of WSI™, a specialty insurer delivering tailored solutions built around unique needs; Wawanesa Life, a provider of life insurance products; and Western Financial Group, a leading national distributor of personal and commercial insurance.

Wawanesa is committed to helping communities thrive in a changing world. The company invests more than $4 million annually in charitable initiatives, including $2.5 million each year to support people and communities on the front lines of climate change. Learn more at wawanesa.com.

We are currently seeking dedicated, driven, and enthusiastic individuals who thrive in a dynamic environment, embrace change, and are eager to gain diverse experience while advancing their careers as part of a growing team.

Job Overview

The Senior Underwriter / Field Underwriter, Commercial Mid-Market is responsible for building a profitable portfolio in Northern Alberta through strong underwriting, trusted broker partnerships, and proactive business development.

Working with a high degree of autonomy and within defined underwriting authority, this role assesses, prices, negotiates, and structures complex commercial risks while identifying opportunities to grow new and existing broker relationships. It is well suited to an experienced Senior Underwriter who is ready to broaden their market presence and develop into a field underwriting role.

The successful candidate will receive support and coaching to strengthen territory management, broker engagement, and business development capabilities while continuing to apply sound underwriting judgment and deliver sustainable, profitable growth.

Job Responsibilities

• Build and maintain trusted relationships with assigned brokers, serving as a responsive underwriting partner and providing clear, practical guidance.
• Develop a strong understanding of the Northern Alberta market and work with broker partners to identify new business opportunities that align with appetite and portfolio strategy.
• Underwrite, price, negotiate, and structure complex commercial mid-market risks within established authority.
• Manage a strong pipeline of new business opportunities, focusing on profitable production growth, quality submissions, and sustainable portfolio results.
• Partner with brokers early in the submission process to assess fit, shape opportunities, and develop competitive solutions.
• Apply sound judgment when balancing customer needs, market conditions, coverage, pricing, and profitability.
• Maintain accurate records of underwriting decisions, rationale, risk controls, and broker commitments.
• Use market, competitor, and portfolio insights to strengthen broker strategies and improve business outcomes.
• Collaborate with underwriting, business development, loss control, claims, and other internal partners to deliver a consistent broker and member experience.
• Contribute technical expertise, share knowledge, and support the development of less experienced team members.
• Participate in purposeful broker meetings, industry events, and market activities that support relationship development and growth objectives.
• Develop field underwriting capabilities through coaching, joint broker meetings, territory planning, and progressively increased ownership of broker relationships.
• Travel within the assigned territory on a planned basis when in-person engagement will strengthen broker relationships or advance business opportunities.
• Perform other duties as assigned.

Qualifications

• Five or more years of commercial Property and Casualty underwriting experience, preferably with mid-market accounts.
• Strong commercial underwriting knowledge with the ability to assess, price, negotiate, and structure complex or multi-line risks.
• Demonstrated ability to build productive relationships with brokers, customers, and internal partners.
• Interest in business development and a desire to grow into broader field underwriting and territory management responsibilities.
• Sound judgment and a disciplined approach to balancing growth, risk appetite, service, and profitability.
• Strong communication, negotiation, and presentation skills, with the confidence to discuss underwriting decisions and business opportunities.
• A collaborative, curious, and proactive approach to identifying solutions and creating value for broker partners.
• Related business experience, including experience supporting or implementing business change.
• Completed or actively pursuing a professional insurance designation such as CIP, FCIP, CRM, or equivalent.
• Strong organizational skills with the ability to manage priorities, maintain a quality pipeline, and meet commitments.
• Proficiency with Microsoft Office and the ability to learn internal systems quickly.
• A valid driver’s license and the ability to participate in planned broker visits and market activities throughout Northern Alberta, as business needs require.

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.