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About the Role

We are creating something new and looking for Product Owners to join our growing Direct Venture team. Each role will focus on a different aspect of the business and customer experience, with opportunities in areas such as quoting and underwriting, home and auto insurance products, digital policy servicing, billing and payments, and customer relationship management (CRM) and customer communication. You will have the opportunity to help shape what we build, how it works, and the experience we ultimately deliver to our members. The Product Owner is accountable for the success, performance, and evolution of an assigned insurance product or capability within Wawanesa’s direct-to-member (DTM) operations. As the primary business owner and subject matter expert, they lead product strategy, digital member experience, performance, roadmaps, priorities, and delivery outcomes. In a venture strategy environment, the Product Owner blends strategic thinking, hands-on delivery support, member needs discovery, and business decision-making. The incumbent collaborates with business analysts, Technology, Pricing, Underwriting, Claims, Operations, Member Experience teams, and other stakeholders to maintain competitive, compliant, effective products aligned with DTM objectives. The incumbent is responsible for product prioritization, scope, and intent, and makes product decisions on behalf of the company.

Responsibilities

Develop and communicate product strategies, roadmaps, and priorities that translate business objectives into actionable delivery plans.
Target and prioritize improvements that enhance member experience, conversion, growth, retention, and efficiency, leveraging member insights, data, industry trends, regulation, and competition.
Collaborate with business analysts to translate priorities into user stories, requirements, and acceptance criteria, then guide delivery teams through the process.
Make trade-off decisions by balancing member experience, business value, timelines, and risk.
Establish, track, and communicate key performance indicators (KPIs) and product objectives and key results (OKRs).
Own and improve the end-to-end digital member experience, including quoting, purchasing, self-service, and retention, leveraging research and an iterative experimentation approach.
Act as the product subject matter expert for coverages, underwriting guidelines, processes, and member journeys, ensuring solutions are delivered to product intent.
Maintain product documentation, requirements, and reference materials.
Ensure compliance with legal, regulatory, and governance requirements; assess legislative and industry changes and support activities related to risk, audits, quality, and controls.
Build partnerships with Pricing, Underwriting, Claims, Operations, Member Experience, Marketing, Analytics, Compliance, and Technology teams to align objectives and priorities.
Communicate priorities, decisions, performance, risks, and opportunities related to the product to stakeholders and management.
Foster a member-centric, accountable, innovative, and continuously improving approach.
Mentor, coach, and provide escalation support to associate product owners.
Perform any other assigned duties.

Requirements

Over five years of product management experience or as a lead in the insurance industry (preferably P&C insurance).
Experience leading product initiatives from concept to implementation in Agile environments.
Experience evaluating product performance and making data-driven decisions; digital or direct-to-consumer distribution is an asset.
Post-secondary degree in a related field or Chartered Insurance Professional (CIP) designation or equivalent in the P&C insurance industry (preferred).
Strong knowledge of P&C insurance products, coverages, underwriting principles, and operations.
Strong analytical and problem-solving skills, including making informed decisions from complex, incomplete, or changing information.
Experience developing product strategies, roadmaps, and priorities.
Excellent management, communication, presentation, and stakeholder engagement skills.
Strong planning, organization, and prioritization skills, balancing strategy and day-to-day execution.

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

Education Level

Post-secondary degree in a related field or Chartered Insurance Professional (CIP) designation or equivalent in the P&C insurance industry (preferred)

Salary/Compensations

$95,000 - $135,000

Benefits

Annual incentive program
Top-up leave programs
Generous vacation days
Personal days
Non-premium benefits
Pension plan

About the Company

Founded in 1896, The Wawanesa Mutual Insurance Company is one of the largest of its kind in Canada. It is wholly owned by its more than 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 leader in personal and business insurance.
Wawanesa is committed to helping communities thrive in a constantly changing world. The Company actively supports organizations that strengthen communities, donating over $4 million annually to charities, including $2.5 million each year to support those on the front lines of climate change.
We are currently seeking a dedicated, driven, enthusiastic individual eager to thrive in a constantly changing environment, seeking an opportunity to gain diverse experiences and grow within an expanding team.

Equal Opportunity

At Wawanesa, we are committed to Diversity, Equity, Inclusion, and Belonging (DEIB), and we believe our strength lies in the diversity of our people, resulting in a workforce representative of the population as a whole.
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 neurodiverse people, as well as anyone who can contribute to greater diversity 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.