Staff Product Designer, Retail Classic

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 Staff Product Designer to join our Retail point-of-sale design team in Montreal. You'll design for products that tens of thousands of merchants rely on every single day to run their stores — where a confusing flow isn't an inconvenience, it's a line of customers at the counter. Design at this scale is a different sport: every improvement lands with enormous reach, and every decision has to earn the trust of people whose livelihood runs through our software. This is a role for a designer who finds the hard problems more interesting than the shiny ones: simplifying deeply established workflows without breaking what merchants depend on, finding elegant solutions within real technical constraints, and knowing when familiarity is a feature — and when it's holding users back. Location: Montreal (HQ) preferred, working in-office alongside the team; open to other locations in eastern Canada. What you'll be doing: - Own end-to-end design for core point-of-sale experiences — from problem framing through polished, shipped product — and be accountable for their quality and outcomes. - Make complicated flows feel simple: distill dense, high-frequency merchant workflows into clear, fast, confidence-inspiring experiences. - Design with real-world constraints as creative fuel — partnering closely with engineering to find solutions that are both excellent and feasible in mature, at-scale systems. - Ground decisions in evidence: drive your own research and testing with real merchants, so improvements are built on how people actually work, not assumptions. - Think in systems: strengthen consistency across the wider point-of-sale portfolio, contributing patterns and improvements back to our shared design system. - Multiply the team: mentor other designers, raise the bar through critique, and bring a point of view that makes the work around you better. - Put AI to work in your craft — using modern tools to explore, prototype, and validate faster, and modelling new ways of working for the team. What you need to bring: - 8+ years of product design experience at product-driven tech companies, with measurable impact on shipped products. - A portfolio that shows strong fundamentals, polished UI craft, and complex workflows made simple. - Experience designing for mature, at-scale products — and the judgment to know when to simplify, when to modernize, and when to leave well enough alone. - A track record of partnering with engineering to navigate technical constraints and still ship excellent work. - Fluency with prototyping and research methods to validate decisions and shape product direction. - Active use of AI tools in your design workflow, and curiosity about how they're changing the craft. - Strong communication skills — able to build alignment with cross-functional, global partners. - As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position. 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 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…