Product Design Manager, Retail Classic

Lightspeed
Toronto, Ontario, CanadaPosted 4 March 2026

Job Description

<p><strong>Hi there! Thanks for stopping by 👋</strong></p> <p>Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place! </p> <p>We’re looking for a <strong>Product</strong> <strong>Design Manager, Retail</strong> to join our <strong>Retail Classic</strong> pod. The Product Design Manager is responsible for leading a team to deliver high-impact outcomes on complex projects; focusing on team performance, driving execution, improving processes, mentoring team members and partnering with leadership to shape key initiatives.</p> <p>You’ll play a critical role in improving and evolving the Retail Classic experience, ensuring it continues to meet the needs of merchants operating in fast-paced, data-rich environments. From checkout flows and reporting analytics to in-store customer displays and loyalty/gift card experiences, you’ll guide teams in creating cohesive, reliable, and intuitive experiences that drive merchant retention and long-term value.</p> <p>This role requires strategic thinking as much as design craft. You will plan and allocate design resources across the most critical product initiatives, ensuring that improvements are focused on the highest-impact areas and that the overall experience remains consistent, usable, and commercially effective.</p> <p><strong>What you’ll be doing:</strong></p> <ul> <li><strong>Problem Solving: </strong>Translates complex business objectives into clear, actionable solutions—often identifying problems before they surface. Brings strategic thinking to both execution and problem framing, guiding teams to solve abstract challenges end-to-end. Proactively explores and integrates AI and emerging technologies to shape new approaches.</li> <li><strong>Driving User-Centricity: </strong>Develops and communicates holistic design strategies grounded in both quantitative and qualitative insights. Partners closely with product managers to lead problem definition and ensure user needs remain central throughout the product development process.</li> <li><strong>Embedding Systems Thinking: </strong>Demonstrates deep expertise in design system principles. AI integration and a strong grasp of industry standards. Leads teams in defining foundational components, evolving the design system, and ensuring it scales with quality and consistency across products.</li> <li><strong>Coaching and Management: </strong>Provides mentorship and clear growth paths for each team member while fostering a high-performing, motivated team culture. Oversees project delivery, manages team workload and backlogs, and establishes processes that drive efficiency. Builds strong cross-functional relationships and holds a high bar for quality, accountability, and shared success.</li> </ul> <p>You may be asked to contribute as part of the wider Lightspeed team to achieve organizational objectives even if this means doing things that aren’t strictly within the scope of your role!</p> <p><strong>What you need to bring:</strong></p> <ul> <li>4+ years of industry experience in a people management role on a Design team, experience in matrix organizations a plus.</li> <li>Foundational design-related education (Bachelor of Design, or Visual Arts, or Architecture, or Industrial Design, or Communication)</li> <li>An acute self-awareness and deep empathy - for both the customer and your team’s goals. </li> <li>A tenured, evolutionary perspective on technology, product, and design practices</li> <li>Applied experience within the retail industry- with strong service design foundations and a mindset of optimizing your design process for efficacy.</li> <li>An appetite (and the skill) for working across all digital and physical manifestations of what we design.</li> <li>A passion for mentoring executives, product managers, and engineers to deliver user-centered solutions.</li> <li>Excellent communication and data visualization skills. You can bring internal stakeholders on your design journ ... (truncated, view full listing at source)