Manager, Underwriting Operations - Commercial Small Business 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.Working Business Language : English. 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.

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.

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. In this role, the Manager of Underwriting Operations in Commercial Small Business (West) is responsible for working closely with the CL SME Directors, supporting the strategic direction, operational effectiveness, and performance of the Small Business underwriting portfolio. The role provides leadership, technical guidance,



and business expertise to achieve targeted business results while fostering a culture of collaboration, continuous improvement, and exceptional customer service nationally.

Monitor portfolio performance and underwriting workflow to support the achievement of short- and long-term business objectives. Evaluate economic, industry, and market conditions for potential or current impacts to business performance and collaborate with the CL SME Leadership team to recommend appropriate actions. Lead and provide mentorship by finding opportunities in providing coaching, technical guidance, and development support to underwriting professionals to enhance performance, engagement, and capability.

Promote adherence to underwriting guidelines, policies, procedures, and regulatory requirements. Influence underwriting practices and culture while supporting the organization's risk appetite and profitability objectives. Champion the development, implementation, and adoption of business initiatives, process improvements, and operational changes.

Assess complex risks and provide recommendations to support sound underwriting decisions. Foster strong working relationships with internal and external stakeholders, including brokers, business partners, regional offices, and industry contacts. Represent the Small Business underwriting function on cross-functional projects, committees, and strategic initiatives. 5-7 years Commercial Property and Casualty, Auto or Farm industry experience. ~ Strong leadership skills with the ability to motivate and engage high performing teams while managing change. ~ Ability and willingness to travel.

Diversity

Equity, Inclusion& Belonging 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. If you require accommodations during any stage of the recruitment process, please reach out in confidence to jobs@wawanesa.

📌 Manager, Underwriting Operations - Commercial Small Business (Calgary)
🏢 Wawanesa
📍 Calgary