Principal Product Designer, Retail
About The Position
Lightspeed AI is a significant investment, designed as an intelligence layer that partners with merchants. It evolves from an assistant to an agent that takes action. This role involves defining the playbook for how merchants interact with, trust, and control this AI agent. The position has two main focuses: leading the design for the agentic AI experience, which is a key product challenge for the coming years, and elevating the design craft across the Retail design organization by actively designing with teams. A secondary focus includes shaping the mobile point-of-sale strategy. This is a hands-on, individual contributor role for a designer who can balance strategic definition with detailed execution, maintain a broad product portfolio context, and be the strongest hands-on designer.
Requirements
- 12+ years of product design experience with a maker's mindset, capable of moving between strategic thinking and detailed execution.
- A portfolio demonstrating exceptional hands-on craft across UX, interaction, and visual design.
- Experience leading large, ambiguous initiatives across multiple teams and delivering measurable outcomes without formal authority.
- Genuine fluency with AI, including active use of LLMs and AI prototyping tools, and a strong point of view on designing AI-powered products.
- Sufficient technical understanding to partner effectively with engineers, including the ability to build prototypes to communicate ideas and reason about constraints.
- The ability to influence senior stakeholders through clear communication, storytelling, and tangible design work.
- Strong aesthetic sense ('Taste') and the drive to achieve high-quality design outcomes.
Responsibilities
- Define new interaction patterns for agentic AI, focusing on how merchants converse with, direct, supervise, and build trust in an intelligent agent.
- Lead design for the AI experience end-to-end as a hands-on individual contributor, from concept and prototype to polished product, in partnership with AI engineering and product leadership.
- Raise the design craft bar across the organization through direct contribution, by exploring, elevating, and unblocking important work in any product area.
- Lead vision work that rethinks core merchant experiences through hands-on exploration and prototyping, aiming to shape strategy and be concrete enough to build.
- Prototype with AI daily, adopting an AI-first approach with modern tools for rapid prototyping, and modeling this workflow for other designers.
- Shape the mobile point-of-sale strategy with design thinking and hands-on support as an ongoing secondary focus.
- Influence designers, leaders, and cross-functional partners across multiple teams through clarity, storytelling, and the quality of work, without formal authority.
Benefits
- Flexible work environment
- Culture that celebrates performance
- Impactful work in a growing team
- Career-defining opportunities
- Flexible paid time off
- Remote work policies
- Equity options
- Contributions to pension plan
- Training opportunities
- Health and wellness credit
- Time off to volunteer
- Interest groups, employee-led networks, social committees, sponsored sports teams
- Computer purchase program
- Enhanced parental leave
- Medical insurance
- Dental insurance
- Wellness insurance
- Life insurance
- Disability insurance
- RRSP plan and match
- Paid parental leave top-up
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What This Job Offers
Job Type
Full-time
Career Level
Principal
Education Level
No Education Listed
