PolicyMe · 2 days ago
Principal Product Designer (Remote)
PolicyMe is Canada’s leading digital insurance solution, and they are seeking a Principal Product Designer to help modernize the insurance industry. The role involves owning the end-to-end design process, collaborating with cross-functional teams, and driving customer understanding through research to create intuitive and user-centric digital products.
FinanceInsuranceInsurTechLife Insurance
Responsibilities
Owning the end-to-end design process: from exploratory research to wireframes, prototypes, usability testing, and polished high-fidelity designs
Driving deep customer and product understanding through short-form research (customer interviews/surveys, edge case mapping, journey reviews, competitor benchmarking)
Collaborating closely with product managers, engineers, and stakeholders to define problems, align on outcomes, and craft thoughtful and intuitive solutions
Supporting large product initiatives such as major product launches and optimizations of existing customer journey flows (whether complete revamps or smaller-scale A/B tests)
Using our existing design system to ship consistent, scalable UI while contributing to its ongoing evolution
Participating in team rituals such as weekly design reviews, retros, product unite meetings, and daily cross-functional standups
Communicating design decisions clearly, telling the story behind your work, and bringing others along with you—including exec-level stakeholders
Balancing speed and quality by iterating quickly, working with ambiguity, and refining based on input
Bringing a perspective of continuous improvement—whether in our processes, tooling, or how we collaborate as a team
Qualification
Required
5+ years of experience designing intuitive, user-centric digital products, ideally in a fast-paced, consumer-focused environment
A strong foundation in visual design, interaction design, and information architecture, with a portfolio that demonstrates elegant solutions to complex problems
Experience working through the full product design lifecycle - from research and ideation to execution, validation, and iteration
Proven ability to conduct or collaborate on user research, synthesize insights, and translate findings into actionable design decisions
Comfortable navigating ambiguity and complexity, especially in domains that require simplification of dense or regulated information
Demonstrated ability to work collaboratively with cross-functional teams, including product managers, engineers, content strategists, and marketers
An iterative mindset with strong prototyping skills - you're comfortable sketching, wireframing, and building interactive flows to explore ideas and communicate intent
Familiarity with design systems and experience contributing to scalable components and patterns
Excellent verbal and written communication skills, with the ability to articulate your thinking, frame trade-offs, and align stakeholders on direction
A healthy balance of humility, curiosity, and confidence - you know when to assert, when to ask, and when to adapt
Benefits
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
Company
PolicyMe
PolicyMe is a life insurance company.
Funding
Current Stage
Growth StageTotal Funding
$43.31M2025-04-16Debt Financing
2025-04-16Corporate Round· $21.51M
2022-09-20Series A· $13.47M
Recent News
Globe and Mail
2025-11-04
Globe and Mail
2025-09-17
2025-09-09
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