About the role

Principal Product Manager leading Life and Critical Illness product at PolicyMe. Responsible for product vision, strategy, and execution while modernizing insurance in Canada.

Responsibilities

We’re on a mission to modernize insurance – making it simpler, more accessible, and customer-first.
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.
Evolve our product strategy to meet ambitious growth, retention, and customer impact goals that you will own.
Set a compelling long-term product vision for our Life and Critical Illness vertical, aligned with business priorities and grounded in customer insights.
Ensure we build the right things, the right way, at the right time – balancing short-term wins with long-term platform evolution.
Collaborate closely with Product Design to build best-in-class customer experiences.
Write clear, actionable product specs that connect business goals, customer needs, and technical constraints.
Lead the product team through the full product lifecycle: problem definition, discovery, solution design, scoping, execution, launch, and iteration.

8+ years of extensive product management experience in similar roles.
Track record of success in growing D2C digital products and building best-in-class experiences. Nice to have experience in fintech or insurtech; but not required.
Experience scaling products and product teams at high-growth companies (e.g., Series A–D startups or tech-forward incumbents).
Proven ability to develop and communicate a product vision that inspires both internal teams and external stakeholders.
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.
Adept at prioritizing tradeoffs, managing competing needs, and maintaining velocity without sacrificing quality, while demonstrating exceptionally strong operational discipline – reliably following through, closing loops quickly, and keeping stakeholders updated without being prompted.
High emotional intelligence with a collaborative, transparent leadership style.
Strong communicator who can tailor messages to executives, engineers, marketers, and everyone in between.
Committed to building a diverse, inclusive, and mission-driven team culture.

Generous PTO - 20 vacation days
A comprehensive benefits plan with premiums paid in full by PolicyMe
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
An extremely high performing, low-ego, remote-first team that is truly disrupting an old industry
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