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.
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.
Professionals interested in building digital products within Insurance, Banking, Fintech, Lending, Wealth Management, or Financial ServicesIndividuals who enjoy solving customer and business problems through technology and product thinkingStrong collaborators who can work across business, operations, design, and engineering teamsCandidates who thrive in rapid-paced, high-growth environments and enjoy building scalable digital solutionsResponsibilities Conceive, design, and develop cutting-edge digital customer experiencesDefine, manage, and execute product roadmaps aligned with business goalsCollaborate cross-functionally to guide products from conception to launch by connecting business and technical teamsDefine product strategy, success metrics, and communicate updates to key stakeholdersConduct market research, competitor analysis, and continuously monitor the insurance and financial services ecosystemWrite user stories, job stories, PRDs, user journeys, personas, and product requirements documentationWork closely with engineering, design, marketing,



and business teams to deliver scalable product solutionsDrive product execution while balancing business impact, customer experience, technology feasibility, risk, timelines, quality, and costSupport product launch planning and ensure timely delivery in coordination with stakeholdersContribute to buy/build/partner evaluations for product and platform capabilitiesPartner with engineering teams to brainstorm, prioritize, and deliver product enhancementsAct as a bridge between business, operations, and technology teams to ensure successful implementation and deliveryRequirements 3+ years of experience in product, business, operations, or related roles within Banking, Insurance, Fintech, Lending, Wealth Management, or Financial Services environmentsFinance, Business, Engineering, or related educational background preferredPrior product management or product execution experience preferredExperience working on digital financial products and customer journeys is an assetLife & Health insurance experience is an assetStrong analytical, problem-solving, and decision-making skillsExcellent communication and stakeholder management abilitiesComfortable working in ambiguity and fast-paced startup environmentsExperience with Agile methodologies, product metrics, wireframes, flowcharts, CRM systems, and product documentation toolsStrong understanding of digital product lifecycle management and executionWhy Join PolicyAdvisor? Opportunity to work on impactful digital financial productsHigh-growth startup environment with strong career advancement opportunitiesCollaborate with experienced leaders and high-performing engineering teamsCompetitive compensation and learning opportunities within the insurtech industry #

📌 Product Specialist (Winnipeg)
🏢 PolicyAdvisor
📍 Winnipeg