Job ID:

10372 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: Winnipeg, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Toronto (North York), ON; Kitchener, ON. 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: $130,000
- $180,000. 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 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 prospect for diverse experience and advancement on a growing team. Job Overview

Working under minimal direction, this role contributes to Wawanesa’s success by ensuring the maintenance, support and enhancement of systems and applications. This role leads application delivery within Commercial Lines and Claims, providing AI and Guidewire solutions that benefit Wawanesa’s commercial property and auto lines of business as well as the Claims department. This leader owns the implementation of enhancements, rate, and product changes, ensuring they are delivered accurately, on time, and with quality and efficiency across Canadian jurisdictions. The role manages a multi‑layered team of developers and analysts,



as well as delivery leaders who run their own delivery teams, and is accountable for coaching and growing that talent. A core part of the role is building and sustaining strong relationships with business stakeholders across pricing, product, and both broker and member experience, aligning delivery with business priorities while balancing speed, quality, and compliance. Job Responsibilities

Maintain accountability for the establishment of development and delivery plans with all the required stakeholders. Manage resources to ensure successful completion of work assignments. Communicate plans, progress and deliverables to all required stakeholders. Ensure processes, methodologies, policies, and procedures are followed, and create or contribute to the creation of new processes, methodologies, policies and procedures where appropriate. Contribute to the building of, and execute against, the annual operational plan. Ensure continuous improvement in operational processes. Oversee and coach a team to ensure work environment is respectful, challenging, and rewarding and employees are maximized to their full potential while contributing to the achievement of the company's goals. Contribute to budget preparation and management to budget as forecasted. Perform other duties as assigned. Qualifications

5 years’ experience in a senior IS role. Post‑secondary degree/certificate or equivalent experience. Completion of, or working towards, a recognized management certification. Experience with relevant methodologies and technologies. Understanding of relevant analysis, design, system development and maintenance tools and techniques. Ability to communicate, both verbally and in writing, in a persuasive and eloquent manner. Ad

📌 Manager, Application Delivery (Winnipeg)
🏢 Wawanesa Insurance
📍 Winnipeg