Overview Of The RoleWe’re on a mission to modernize insurance—making it simpler, more accessible, and customer‑first. The insurance industry is a $1T market that’s remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote‑first, Toronto‑based startup with big ambitions, we’re looking for a product leader to help us build the future of insurance in Canada— and beyond. We are now seeking aStaff Product Managerto join as a leader in our product function. This role will own our post‑sale customer experience, our customer account product and critical internal‑facing products that power how our company operates. It is a high‑impact role that blends analytical thinking, structured execution, and solid collaboration.What you'll be doingShape our Product Vision: Evolve our product strategy to improve how our post‑sale experience delivers greater customer delight, retention, referral growth and cross‑product adoptionPartner with leadership to develop a compelling vision for how our accounts platform can evolve and set a new standard for how Canadians manage insuranceBring the vision to life by building and championing a product roadmap that balances innovation and operational excellenceSolve Ambiguous Problems: Develop a deep understanding of both PolicyMe customers and internal customers—use this knowledge to build products and features that your users loveTake open‑ended, unstructured problems and break them down into clearly defined bodies of workCome up with creative solutions to solve our most complex problemsDrive End‑to‑End Execution and Delivery: Lead the product team through the full product lifecycle: problem definition, discovery, solution design, scoping, execution, launch, and iterationEnsure we build the right things, the right way, at the right time—balancing short‑term wins with long‑term platform evolutionCollaborate closely with Product Design to build best‑in‑class customer experiencesWrite clear, actionable product specs that connect business goals, customer needs, and technical constraintsPartner closely with engineering management to ensure initiatives are well‑scoped, appropriately sized, and resilientCoordinate go‑to‑market with Growth, CS, and Operations, ensuring launches are operationally ready and well‑supportedMeasurement, Experimentation and Iteration:



Define success metrics and measurement plans for each initiativeDesign and run experiments to validate hypotheses and de‑risk larger betsPartner with Data to build dashboards, analyze performance, and translate results into next steps—including when to pivot, double down, or sunset workWhat We Are Looking ForRelevant product experience: 4‑6 years in product management, experience building customer‑facing D2C products and exposure to internal‑facing products. Track record of leading projects and delivering measurable resultsExceptional collaboration skills: High emotional intelligence, can be the glue between many different stakeholders in the organizationStrong documentation skills: writes clear, concise, and well‑informed product specifications/requirementsAbility to structure ambiguous problems: can take an ambiguous problem and structure it; manage it from concept to deploymentDemonstrated experience leading: comfortable bringing people together, leading teams and managing projects with many moving parts, sense of ownership, excited about driving a project from start to finishStrong communication: tailor communication style to meet different audiences; lead conversations, listen, set expectations, ask for help as needed; explain complex topics succinctlyA strong sense for prioritization: know how to prioritize builds and define MVP to optimize developer productivity; balance agile market feedback with customers’ product expectationsCuriosity and comfort with technical topics: not required technical background, naturally curious about how everything works, ask clarifying questions, dive into complex topicsAn analytical mindset: comfortable with product data, defining structure, running analyses to answer key questionsWhy join usGenerous PTO—20 vacation daysA comprehensive perks plan with premiums paid in full by PolicyMeInvestment in your professional development, including an L&D budget, AI tooling budget, performance reviews twice a year and ongoing feedback to ensure you reach your highest potentialAn extremely high‑performing, low‑ego, remote‑first team that is truly disrupting an old industryOption to work from home or our Toronto‑based office (bonus:



we cover the costs to bring all our employees in‑person twice a year for experiential socials!)Access to stock options based on performanceCompensation: The total target cash compensation for this role is $160,000–$180,000 CAD, based on experience. We’ll walk through the details together during the interviewAbout PolicyMeAt PolicyMe, we are Canada’s leading digital insurance solution, offering straightforward and affordable financial protection for families from coast to coast. Our product suite includes Life Insurance, Critical Illness Insurance, and Health & Dental Insurance, all tailored to Canadians' evolving needs. We also offer B2B2C solutions, partnering with organizations to provide seamless digital insurance options. Founded by a team of insurance experts and technology entrepreneurs, PolicyMe is committed to making insurance simpler and more accessible. Since our launch in 2018, we have grown exponentially, selling over $10 billion in insurance coverage to Canadians.We are proud of the team we’ve built and are excited for those that are yet to join us. We operate with a remote‑first culture, attracting top talent from across Canada. If you’re looking for a fast‑paced, collaborative environment, working alongside incredibly ambitious yet humble humans, we may be the right place for you! To learn more, visit www.Policyme.Com.Additional NotesJob Vacancy: This role reflects growth in our team and expanded operational scope. We’re hiring to support increasing demand and continue delivering an exceptional customer experienceCommitment to Equal Opportunity: PolicyMe is an equal opportunity employer. We welcome applicants of all backgrounds and provide fair consideration regardless of race, colour, religion, sex, sexual orientation, gender identity, national origin, or disabilityAccessibility Statement: We are committed to providing an accessible hiring experience. If you require accommodations during the application process, please indicate this in the “Additional Information” section of your applicationWe thank all applicants for their interest, however, only those selected for an interview will be contacted.We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.#J-18808-Ljbffr

📌 Staff Product Manager (Remote) - C$160,000 - C$180,000 A Year - Remote (Toronto)
🏢 PolicyMe
📍 Toronto