LightSpeed Retail

Principal Product Designer, Retail

LightSpeed Retail$200K — $240K *
Retail & Consumer Goods
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years of product design experience with a maker's mindset.
  • Portfolio showcasing exceptional UX, interaction, and visual design.
  • Experience leading complex initiatives across multiple teams without formal authority.
  • Genuine fluency with AI and AI prototyping tools in your workflows.
  • Technical understanding to collaborate effectively with engineers.
  • Ability to influence senior stakeholders with clear communication and storytelling.
  • Strong aesthetic sense and a commitment to high-quality design.

Responsibilities

  • Define new interaction patterns for merchant-agent communication.
  • Lead design for the AI experience from concept through to product launch.
  • Raise the design craft standard across the organization through direct contributions.
  • Conduct vision work that rethinks core merchant experiences.
  • Prototype AI applications daily using modern tools.
  • Shape mobile point-of-sale strategy through design thinking.
  • Influence cross-team collaboration by aligning designers and leaders.

Benefits

  • Flexible paid time off and remote work policies.
  • Equity options to make you a stakeholder.
  • Pension plan contributions for your future.
  • Ongoing training opportunities for skill growth.
  • Health and wellness credits for personal well-being.
  • Volunteer time off to support community causes.
  • Access to employee-led networks and social committees.
  • A computer purchase program for personal devices.
  • Enhanced parental leave for family support.
Full Job Description
Lightspeed AI is our biggest bet: an intelligence layer that acts like a partner for every merchant, evolving from an assistant that answers questions into an agent that takes action. Almost nothing about designing this experience has an established playbook - how merchants delegate work to an agent, supervise it, learn to trust it, and stay in control. You9ll help write that playbook.

The role has two centers of gravity. First, leading design for our agentic AI experience - the defining product challenge of the next several years. Second, raising the craft bar across the entire Retail design organization: not by writing standards, but by making things - designing alongside teams in every product area to show, concretely, what great looks like. You9ll also help shape our mobile point-of-sale strategy as a secondary focus.

This is not a management role. It9s for a maker who moves fluidly between defining strategy and pushing pixels - someone who can hold the full context of a large product portfolio and still be the strongest hands-on designer in the room.

Location: Toronto preferred; open to other locations in Ontario, Quebec and Eastern Canada.

What you9ll be doing:
  • 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.

What you need to bring:
  • 12+ years of product design experience with a maker9s 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.

We know that people are more than what9s on their CV. If you9re unsure that you have the right profile for the role... hit the 9Apply9 button and give it a try!

Be a changemaker

You9ll enjoy:
  • A flexible work environment that empowers you to do your best work
  • A culture that celebrates performance
  • The chance to make an impact in a team that9s big enough for career growth, but lean enough to make your voice heard
  • Career-defining opportunities

Plus benefits designed to keep you happy, healthy and fulfilled.
  • Flexible paid time off and remote work policies
  • Equity options, because this is your company too
  • Contributions to your pension plan. Your future matters
  • Training opportunities to grow your skills and career
  • Health and wellness credit so you feel your best
  • 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

Fuel your growth. Find your people.

At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you-all within a driven, diverse and inclusive team that9s passionate about empowering our communities

At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skill set, qualifications, experience, and market data. These considerations can cause your compensation to vary. We reasonably expect the base compensation for this position to be in the range of $200,000 - $240,000 CAD. Lightspeed also provides a variety of employee benefits including, but not limited to, medical, dental, wellness, life and disability insurance, RRSP plan and match, paid parental leave top-up, and paid time off.

Please note that this compensation information is solely for candidates hired to perform work within Ontario and reflects the amount Lightspeed is willing to pay at the time of this posting. This role represents an existing vacancy at Lightspeed. Lightspeed uses artificial intelligence-enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our recruiting and hiring teams.

#LI-DS1

To all recruitment agencies: Lightspeed does not accept unsolicited agency resumes. If we have not directly engaged your company in writing to supply candidates for a specific vacancy, Lightspeed will not be responsible for any fees related to unsolicited resumes.

Where to from here?

Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you9re proud to come to every day. For a glimpse into our world check out our career page here.

About LightSpeed Retail

LightSpeed Retail is a cloud-based point-of-sale and e-commerce software provider for retailers and restaurateurs. The company was founded in 2005 by Dax Dasilva and is headquartered in Montreal, Canada. LightSpeed Retail's platform allows businesses to manage their inventory, process transactions, and analyze sales data. The company's mission is to help businesses grow by providing them with the tools they need to succeed. LightSpeed Retail has raised over $290 million in funding from investors such as Caisse de dépôt et placement du Québec, iNovia Capital, and Accel Partners.
Learn more about LightSpeed Retail
Size
1,000 employees
Market Cap
$18.4 billion
Industry
Founded
2005
5 Year Trend
+48.5%

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