Principal Product Designer, Retail
About The Position
We're looking for a Principal Product Designer, a senior individual-contributor role reporting directly to the Head of Design for Retail. This role will focus on Lightspeed AI, an intelligence layer designed to act as a partner for merchants. The position involves defining the playbook for designing this new AI experience, leading design for our agentic AI experience, and raising the craft bar across the Retail design organization by designing alongside teams. A secondary focus will be shaping our mobile point-of-sale strategy. This is a hands-on role for a maker who can balance strategic definition with pixel-level execution, understanding the full context of a large product portfolio while being the strongest hands-on designer.
Requirements
- 12+ years of product design experience with a maker's mindset — moving fluidly between strategic thinking and detailed, polished execution.
- A portfolio demonstrating exceptional hands-on craft across UX, interaction, and visual design — work that other designers point to.
- Experience leading large, ambiguous initiatives across multiple teams and delivering measurable outcomes — without formal authority.
- Genuine fluency with AI: active use of LLMs and AI prototyping tools in your workflow, and a strong point of view on designing AI-powered products.
- Enough technical understanding to be a real partner to engineers — you can build prototypes to communicate ideas and reason about constraints.
- The ability to influence senior stakeholders through clear communication, storytelling, and tangible design work.
- Taste. You know what great looks and feels like, and you push — and help others push — to get there.
Responsibilities
- Define new interaction patterns for agentic AI — designing how merchants converse with, direct, supervise, and build trust in an intelligent agent that works on their behalf.
- Lead design for our AI experience end-to-end as a hands-on IC: from concept and prototype through polished, shipped product, in close partnership with AI engineering and product leadership.
- Raise the craft bar across the organization through direct contribution — jumping into any product area to explore, elevate, and unblock the most important work, and leaving teams stronger than you found them.
- Lead vision work that rethinks core merchant experiences through hands-on exploration and prototyping — concept work ambitious enough to shape strategy and concrete enough to build.
- Prototype with AI, daily: work AI-first — using modern tools to move from intent to working prototype fast — and model this way of working for designers across the org.
- Shape our mobile strategy with design thinking and hands-on support, as an ongoing secondary focus.
- Influence without authority: align designers, leaders, and cross-functional partners across multiple teams through clarity, storytelling, and the quality of the work itself.
Benefits
- Flexible work environment
- Culture that celebrates performance
- Chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
- Career-defining opportunities
- Flexible paid time off and remote work policies
- Equity options
- Contributions to your pension plan
- Training opportunities to grow your skills and career
- Health and wellness credit
- Time off to volunteer and give back to your community
- Interest groups, employee led networks, social committees to sponsored sports teams
- Computer purchase program to get your personal Macbook
- Enhanced parental leave to support growing families
- Continuous learning opportunities
- Global mobility
- Medical insurance
- Dental insurance
- Wellness insurance
- Life insurance
- Disability insurance
- RRSP plan and match
- Paid parental leave top-up
- Paid time off
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
