Principal Product Manager (Remote)

1 month ago
Full-time
Lead
Product Management
PolicyMe

PolicyMe

PolicyMe is a digital life insurance solution in Canada, offering affordable and fully underwritten term life and critical illness insurance. With a simple online application process, personalized coverage and term advice, and non-commissioned advisors...

Insurance
11-50
Founded 2018
$22M raised

Description

  • Define and own the long-term product vision and strategy for the Health Insurance vertical, grounded in customer insights and aligned with business priorities.
  • Set and manage OKRs to drive team progress toward growth, retention, and customer impact goals.
  • Own the product roadmap and balance innovation with operational excellence and platform evolution.
  • Lead end-to-end product execution across the full lifecycle: problem definition, discovery, solution design, scoping, execution, launch, and iteration.
  • Write business cases and clear, actionable product specifications that connect business goals, customer needs, and technical constraints.
  • Collaborate closely with Product Design to create best-in-class customer experiences.
  • Partner with engineering management to ensure initiatives are well-scoped, appropriately sized, and resilient, and help unblock teams as needed.
  • Coordinate go-to-market activities with Growth, Customer Success, and Operations to ensure operational readiness and supported launches.
  • Define success metrics and measurement plans, run experiments (e.g., A/B tests), and partner with Data to build dashboards, analyze performance, and translate results into next steps.

Requirements

  • 8+ years of product management experience in similar roles.
  • Proven track record of growing D2C digital products and building best-in-class customer experiences.
  • Experience scaling products and product teams at high-growth companies (e.g., Series A–D startups or tech-forward incumbents).
  • Nice-to-have: experience in fintech or insurtech.
  • Proven ability to develop and communicate a product vision that inspires internal teams and external stakeholders.
  • Strong business acumen with understanding of 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.
  • High emotional intelligence, collaborative leadership style, and strong communication skills for cross-functional audiences (executives, engineers, marketers).

Benefits

  • 20 vacation days (Generous PTO).
  • Comprehensive benefits plan with premiums paid in full by PolicyMe.
  • Professional development support including an L&D budget and an AI tooling budget.
  • Performance reviews twice a year and ongoing feedback for development.
  • Remote-first work environment with the option to work from home or from the Toronto office, plus company-covered travel to bring employees in-person twice a year for experiential socials.
  • Access to stock options based on performance.

Interested in this position?

Apply directly on the company website

Apply Now

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