Principal Product Designer, Retail

Lightspeed Commerce, Inc.Toronto, ON
CA$200,000 - CA$240,000Hybrid

About The Position

Lightspeed is seeking a Principal Product Designer for their Retail division, focusing on a senior individual-contributor role reporting to the Head of Design for Retail. The primary focus is on Lightspeed AI, an intelligence layer designed to act as a partner for merchants. This role involves defining new interaction patterns for agentic AI, leading design end-to-end, and raising the design craft bar across the organization. A secondary focus includes shaping the mobile point-of-sale strategy. This is a hands-on role for a maker who can balance strategic thinking with detailed execution and influence without formal authority.

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
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