Principal Product Designer (Remote)

What you will be doing:

• 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.

What we are looking for:

• We’re looking for a self-driven, collaborative, and highly capable Principal Product Designer who can work across the full design stack - from discovery to delivery. You’ll thrive in this role if you’re energized by shaping digital products end-to-end, love understanding the “why” behind user behaviour, and bring a sharp eye for detail to every interaction.


The ideal candidate will have:


• 8+ 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.

Why join us:

• 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