PolicyMe

Principal Product Manager (Remote)

Ontario · Principal

Sponsorship not specifiedDetected 84 days ago

A/B TestingProduct ManagementProduct StrategyOKRsPerformance ManagementCustomer SuccessLeadership

About the role

This product leadership role will have end-to-end ownership over the product vision, the strategy, and the execution of our Life and Critical Illness product roadmap.
This is a pivotal role, reporting to the VP of Product and working closely with multiple teams across the organization.
Our product suite includes Life Insurance, Critical Illness Insurance, and Health & Dental Insurance, all tailored to Canadians' evolving needs.

Evolve our product strategy to meet ambitious growth, retention, and customer impact goals that you will own.
Drive End-to-end Execution and Delivery
Ensure we build the right things, the right way, at the right time - balancing short-term wins with long-term platform evolution.
Lead the product team through the full product lifecycle: problem definition, discovery, solution design, scoping, execution, launch, and iteration.
Collaborate closely with Product Design to build best-in-class customer experiences.
Partner closely with engineering management to ensure initiatives are well-scoped, appropriately sized, and resilient.
Design and run experiments (e.g., A/B tests) to validate hypotheses and derisk larger bets.
Partner with Data to build dashboards, analyze performance, and translate results into next steps - including when to pivot, double down, or sunset work.
We're hiring to support increasing demand and continue delivering an exceptional customer experience.

Experience scaling products and product teams at high-growth companies (e.g., Series A-D startups or tech-forward incumbents).
Strong business acumen - you understand how product connects to revenue, operations, customer success, and compliance.
Comfortable leading through ambiguity and structuring ambiguous problems into measurable outcomes.
Data-driven decision-maker with fluency in OKRs, KPIs, funnels, and experimentation.
High emotional intelligence with a collaborative, transparent leadership style.
Strong communicator who can tailor messages to executives, engineers, marketers, and everyone in between.
Investment 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 potential
Nice to have experience in fintech or insurtech

Generous PTO - 20 vacation days
A comprehensive benefits plan with premiums paid in full by PolicyMe
Option 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 performance
Since our launch in 2018, we have grown exponentially, selling over $10 billion in insurance coverage to Canadians.
Define & Own the Product Vision
Set a compelling long-term product vision for our Life and Critical Illness vertical, aligned with business priorities and grounded in customer insights.
Understand your product and customer context deeply - you are comfortable building strong domain knowledge and being an expert in your category, which you can then apply to the vision for your portfolio.
Establish OKRs that help your team progress towards the long-term vision.

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 application.
We thank all applicants for their interest, however, only those selected for an interview will be contacted.
At PolicyMe, we are Canada's leading digital insurance solution, offering straightforward and affordable financial protection for families from coast to coast.
Founded by a team of insurance experts and technology entrepreneurs, PolicyMe is committed to making insurance simpler and more accessible.
We are proud of the team we've built and are excited for those that are yet to join us.

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 disability.
Accessibility 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 application.

This listing is sourced directly from PolicyMe's careers page and normalized into a canonical job model.