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About the Role

As a Product Associate, you will play a key support role in developing and delivering digital insurance solutions that align with strategic business objectives and enhance the member experience. Working closely with Product Owners and cross-functional teams, you will help translate high-level problem statements into actionable insights, maintain product backlogs, and ensure system capabilities are fully understood and leveraged. This role is ideal for someone with strong analytical skills, a collaborative mindset, and a passion for continuous learning in insurance technology.

Responsibilities

Observe end-users across business units to stay updated on operational challenges, workflows, and member needs.
Create and maintain content for bi-weekly and monthly product updates, ensuring clarity and alignment with strategic goals.
Lead backlog review sessions and assist in prioritizing features and enhancements based on business value and member impact.
Participate in developing business cases and presentations that communicate product opportunities, risks, and benefits to stakeholders.
Update and refine product metrics and requirements based on evolving problem statements and stakeholder feedback.
Conduct thorough reviews of system capabilities to identify usage trends, redundancies, and optimization opportunities.
Collaborate with Product Owners, developers, analysts, and business stakeholders to ensure alignment and transparency throughout the product lifecycle.
Support roadmap planning by providing insights into resource capacity, delivery timelines, and feature feasibility.
Recommend improvements and optimizations that enhance member experience and operational efficiency.
Track KPIs and assist in measuring the benefits realized from product initiatives.
Gain a strong understanding of insurance systems and processes to guide informed decision-making and support strategic outcomes.
Perform any other assigned duties.

Requirements

At least two years of experience in product support, business analysis, or operations within the insurance or financial services industry.
Post-secondary education in business administration, technology, or a related field; insurance certifications (e.g., CIP) are an asset.
Familiarity with Agile/Scrum methodologies and experience using tools like JIRA, Confluence, or similar platforms.
Strong communication and documentation skills, with the ability to translate complex concepts into clear, actionable updates.
Analytical mindset with a keen eye for identifying inefficiencies, redundancies, and opportunities for improvement.
Ability to work collaboratively across teams and build strong stakeholder relationships.
Experience supporting digital product development, particularly in areas such as underwriting, claims, or member engagement, is an asset.
Experience in fraud prevention, regulatory compliance, or member retention strategies within insurance is an asset.
Knowledge of omnichannel member experiences and digital transformation initiatives is an asset.
Project management or Agile certifications (e.g., PMP, PMI-ACP) are an asset.
Experience in data analytics or AI-driven product development is an asset.

Skills

Digital insurance solutions
Product development
Business analysis
Agile/Scrum methodologies
JIRA
Confluence
Communication
Documentation
Analytical skills
Collaboration
Stakeholder relationship management
Digital product development
Underwriting
Claims
Member engagement
Fraud prevention
Regulatory compliance
Member retention strategies
Omnichannel member experiences
Digital transformation
Project management
Data analytics
AI-driven product development

Location

Winnipeg, MB
Wawanesa, MB
Vancouver, BC
Calgary, AB
Edmonton, AB
Lethbridge, AB
Toronto (North York), ON
Kitchener, ON
Ottawa, ON
Montréal, QC
Ville de Québec, QC
Moncton, NB
Dartmouth, NS

Work Type

Hybrid
Remote

Experience Level

At least two years of experience

Education Level

Post-secondary education in business administration, technology, or a related field
Insurance certifications (e.g., CIP) are an asset
Project management or Agile certifications (e.g., PMP, PMI-ACP) are an asset

Salary/Compensations

$80,000 - $105,000

Benefits

Annual incentive program
Retirement plan programs
Generous vacation days
Personal days
Bonus-free benefits

About the Company

Founded in 1896, The Wawanesa Mutual Insurance Company is one of the largest of its kind in Canada, wholly owned by its over 1.8 million members.
Headquartered in Winnipeg, Wawanesa is the parent company of WSIMC, a specialty insurance company offering tailored solutions based on specific needs; Wawanesa Life, which provides life insurance solutions across Canada; and Western Financial Group, a national provider of personal and business insurance.
Wawanesa is committed to helping communities thrive in a changing world, actively supporting organizations that strengthen communities by donating over $4 million annually to charities, including $2.5 million each year to support those on the front lines of climate change.
Learn more at wawanesa.com.

Equal Opportunity

Wawanesa is committed to Diversity, Equity, Inclusion, and Belonging (DEIB), believing that our strength lies in our diversity, resulting in a workforce representative of the entire population.
We encourage all qualified candidates to apply, whether they are racialized people, women, Indigenous people, persons with disabilities, members of the 2ELGBTQIA+ community, people of diverse gender identities, and neurodivergent individuals, or anyone who can contribute to greater diversification of perspectives and ideas.
We want to ensure our recruitment process is accessible to all candidates. If you require accommodation during the recruitment process, you can confidently email jobs@wawanesa.com.
All applicants for employment at Wawanesa are subject to the applicable Employee Personal Information Policy.
Please note that as part of this recruitment process, AI tools may be used to screen, assess, or select applications. All final decisions are made after review by recruiters and hiring managers, in accordance with all applicable laws.