PolicyAdvisor.com is a fast-growing insurtech startup transforming the way Canadians buy insurance. We’ve built a modern digital insurance platform that offers a simple and intuitive alternative to the traditional offline distribution model used across much of Canada’s insurance industry.
Backed by an experienced leadership team and strong investor support, PolicyAdvisor is driving innovation in the rapidly evolving insurtech space. Since launching in 2019, we’ve helped thousands of Canadians secure the coverage they need and we’re just getting started.
If you’re passionate about building digital financial products and want to make a meaningful impact in a fast-paced startup environment, we’d love to hear from you.
Who We’re Looking For Professionals interested in building digital products within Insurance, Banking, Fintech, Lending, Wealth Management, or Financial Services
Individuals who enjoy solving customer and business problems through technology and product thinking
Robust collaborators who can work across business, operations, design, and engineering teams
Candidates who thrive in fast-paced, high-growth environments and enjoy building scalable digital solutions
Responsibilities Conceive, design, and develop innovative digital customer experiences
Define, manage, and execute product roadmaps aligned with business goals
Collaborate cross-functionally to guide products from conception to launch by connecting business and technical teams
Define product strategy, success metrics, and communicate updates to key stakeholders
Conduct market research, competitor analysis, and continuously monitor the insurance and financial services ecosystem
Write user stories, job stories, PRDs, user journeys, personas, and product requirements documentation
Work closely with engineering,



design, marketing, and business teams to deliver scalable product solutions
Drive product execution while balancing business impact, customer experience, technology feasibility, risk, timelines, quality, and cost
Support product launch planning and ensure timely delivery in coordination with stakeholders
Contribute to buy/build/partner evaluations for product and platform capabilities
Partner with engineering teams to brainstorm, prioritize, and deliver product enhancements
Act as a bridge between business, operations, and technology teams to ensure successful implementation and delivery
Requirements 3+ years of experience in product, business, operations, or related roles within Banking, Insurance, Fintech, Lending, Wealth Management, or Financial Services environments
Finance, Business, Engineering, or related educational background preferred
Prior product management or product execution experience preferred
Experience working on digital financial products and customer journeys is an asset
Life & Health insurance experience is an asset
Strong analytical, problem-solving, and decision-making skills
Excellent communication and stakeholder management abilities
Comfortable working in ambiguity and fast-paced startup environments
Experience with Agile methodologies, product metrics, wireframes, flowcharts, CRM systems, and product documentation tools
Strong understanding of digital product lifecycle management and execution
Why Join PolicyAdvisor? Opportunity to work on impactful digital financial products
High-growth startup workplace with strong career advancement opportunities
Collaborate with experienced leaders and high-performing engineering teams
Competitive compensation and learning opportunities within the insurtech industry

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📌 Product Specialist (Ontario)
🏢 PolicyAdvisor
📍 Ontario