Principal Product Designer, Retail

DaParrot Ltd; Toronto; Hybrid; CAD 200,000 - 240,000; Full time

Benefits offered by this job

Equity options

Pension plan

Health and wellness credit

Flexible paid time off

Remote work policies

Computer purchase program

Job summary

Lightspeed is hiring a Principal Product Designer for its Retail AI experience, based in Toronto or other Eastern Canada locations. You will own end-to-end design for an agentic AI that helps merchants delegate, supervise, and trust AI-driven work, while raising the craft across Retail design.

This senior IC role requires 12+ years of product design, a standout portfolio, and the ability to influence senior stakeholders without formal authority. A strong AI prototyping workflow is essential.

Qualifications

• 12+ years of product design experience with hands-on craft across UX, interaction and visual design.
• Portfolio demonstrating strong hands-on craft across multiple product areas.
• Experience leading large, ambiguous initiatives across teams and delivering measurable outcomes.
• Fluency with AI: experience using LLMs and AI prototyping tools.
• Technical understanding to partner with engineers and prototype ideas.

Responsibilities

• Define new interaction patterns for agentic AI and how merchants interact with an intelligent agent.
• Lead end-to-end design for the AI experience as a hands-on IC with engineering and product fans.
• Raise the craft bar across the design organization through direct contribution and mentorship.
• Lead vision work to rethink core merchant experiences with rapid prototyping.
• Prototype with AI daily to move concepts into working prototypes quickly.

Skills

Portfolio

AI prototyping

UX design

Interaction design

Design leadership

Maker mindset

Tools

AI prototyping tools

Job description

# Principal Product Designer, RetailReview the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move.Apply for this job View companyRole snapshotHiring nowRemote from: CanadaSalary: USD 200k–240k / yrDepartment: Web, UI & UX DesignEmployment: Full TimeExperience: Senior**16 Sep 2026**Published**93**Listing views**5**Application actions**16 Oct 2026**Apply beforeOpportunity details## About this role.AI SummaryLightspeed is hiring a Principal Product Designer as a senior, hands-on individual contributor for its Retail organization. The role leads end-to-end design for an agentic AI experience that helps merchants delegate, supervise, and trust AI-driven work. It also requires raising design quality across a large product portfolio, shaping vision work, prototyping rapidly with AI tools, and supporting mobile point-of-sale strategy. Success depends on exceptional UX, interaction, and visual craft, technical fluency, and the ability to influence senior cross-functional partners without formal authority.## Role DNAA quick view of the complexity, pace, ownership and collaboration implied by the job description.### Job Complexity5/5EasyHard### Pace & Pressure5/5RelaxedFast-paced### Autonomy Level5/5GuidedFull ownership### Communication Load5/5IndependentCollaborative**AI insight**This is a highly senior zero-to-one design role in an ambiguous agentic-AI product space with no established interaction playbook. It demands portfolio-level strategic influence while maintaining principal-level hands-on execution across multiple teams.## Salary analysisEstimated compensation compared with the broader US market for similar roles.Estimated job medianMarket rate**$220,000**US market range**$190k–$260k**0$286k**AI insight**The disclosed base-compensation midpoint is CAD 220,000 per year, calculated from the CAD 200,000-240,000 range. For comparison, an estimated US annual base-salary market range for a Principal Product Designer focused on AI and complex SaaS products is USD 190,000-260,000; this market range is an estimate and does not include equity or benefits.## Core skillsSkills and capabilities most closely associated with this opportunity.Product DesignUX DesignUI DesignInteraction DesignAgentic AILLMsAI PrototypingDesign StrategyMobile POSCross-functional Leadership**Sample interview questions**Hi there! Thanks for stopping by Are you actively looking for a new opportunity? Or just checking the market? Well... you might just be in the right place!We’re looking for a **Principal Product Designer** — a rare, senior individual-contributor role reporting directly to the Head of Design for Retail. 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. You’ll 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. You’ll also help shape our mobile point-of-sale strategy as a secondary focus.This is not a management role. It’s 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 you’ll 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 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.We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role... hit the ‘Apply’ button and give it a try!**Be a changemaker**You’ll 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 that’s big enough for career growth, but lean enough to make your voice heard* Career-defining opportunitiesPlus 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 familiesFuel 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 that’s 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 Quebec 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