Senior Product Designer, Instore Selling

📍 Job Overview

Job Title: Senior Product Designer, Instore Selling

Company: Lightspeed Commerce, Inc.

Location: Toronto, Ontario, Canada

Job Type: Full-Time

Category: Product Design / UX/UI Design

Date Posted: April 15, 2026

Experience Level: 5-10 years professional experience

🚀 Role Summary

• Lead end-to-end product design initiatives for the Instore Selling and Accounting domains, focusing on enhancing merchant day-to-day operations through intuitive user experiences.

• Drive the transformation of complex workflows into simple, clear, and user-friendly customer journeys within a technically intricate environment.

• Collaborate closely with product management, engineering, and marketing teams to conceptualize, design, and deliver impactful product features and systems.

• Champion user advocacy and contribute to the continuous improvement of design systems, ensuring consistency and quality across platforms.

📝 Enhancement Note: While the role is "Senior Product Designer," the description emphasizes ownership, autonomy, and leadership in design reviews and collaboration, suggesting a significant impact and potential for mentorship. The focus on "Instore Selling" and "Accounting" points to a deep dive into core business operations for merchants.

📈 Primary Responsibilities

• Lead project work from a design perspective with autonomy and authority, facilitating design reviews and working sessions to ensure optimal team output.

• Leverage deep UX expertise, design systems knowledge, and UI design principles to craft intuitive and effective user interfaces.

• Proactively identify opportunities to contribute during backend-heavy phases, including sharpening specifications, conducting exploratory research, and building cross-team alignment.

• Translate nebulous concepts into specific, delightful, and user-centric product features that address merchant needs.

• Design holistic systems, flows, and interfaces that are simple, elegant, and user-friendly, overseeing the entire UX and UI lifecycle from conception to launch.

• Understand and apply the current design system, contributing to its ongoing evolution and ensuring consistency across all product touchpoints.

• Draw actionable insights from user research and data analysis, translating them into tangible design solutions.

• Build strong relationships and advocate for the user by collaborating effectively with cross-functional teams in product, engineering, and marketing.

• Explore and integrate AI and emerging technologies to shape innovative design approaches and enhance user experiences.

• Act as a positive role model and culture carrier, promoting design excellence and advocating for user-centricity within the broader Lightspeed organization.

📝 Enhancement Note: The responsibilities highlight a blend of hands-on design execution, strategic thinking, and leadership. The emphasis on proactive contribution during backend phases and the integration of AI suggests a forward-thinking and technically adept design role.

🎓 Skills & Qualifications

Education:

Experience:

• A minimum of 5 years of practical, in-house product, UX/UI design experience.

• Proven track record of transforming complex workflows into simple, clear customer journeys with user-friendly interfaces.

• Experience designing across various digital and physical manifestations, including responsive web, native applications, and emerging technologies.

• Comfort working in technically complex environments, understanding architecture documentation, data models, and engineering discussions without necessarily writing code.

Required Skills:

• Product Design Leadership: Ability to lead project work autonomously and facilitate design reviews.

• UX/UI Expertise: Deep understanding of user experience principles, user interface design, and interaction design.

• Design Systems Fluency: Proficiency in leveraging and contributing to design systems for consistency and scalability.

• Prototyping & Research: Strong skills in prototyping tools and user research methodologies to gather insights and validate designs.

• Technical Acumen: Comfort engaging with technical discussions and understanding complex system architectures.

• Communication & Collaboration: Excellent ability to articulate design decisions, build internal stakeholder alignment, and collaborate effectively with cross-functional teams.

• Problem-Solving: Aptitude for synthesizing complex problems into simple, elegant, and functional design solutions.

• Data-Driven Design: Ability to draw insights from research and data to inform design decisions.

Preferred Skills:

• AI Integration: Curiosity and ability to explore and integrate AI and emerging technologies into design processes and products.

• Product Strategy Acumen: Deep curiosity and ability to consider product strategy and vision ("why are we designing this at all?").

• Mentorship: Experience serving as a positive role model and culture carrier for design within an organization.

📝 Enhancement Note: The requirement for 5+ years of experience, coupled with the emphasis on autonomy, technical comfort, and strategic thinking, positions this as a senior-level role where mentorship and influence are expected. The specific mention of AI integration indicates a focus on future-proofing design processes.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate end-to-end product design ownership, showcasing projects from initial concept through to launch, with a clear articulation of your role and contributions.

• Highlight case studies that illustrate the transformation of complex workflows (e.g., point-of-sale, accounting) into simple, intuitive, and user-friendly interfaces.

• Provide examples of how you have leveraged user research and data insights to inform design decisions and drive measurable improvements.

• Showcase your proficiency with design systems, including how you've utilized them for consistency and contributed to their evolution.

Process Documentation:

• Illustrate your design process, emphasizing how you facilitate design reviews and working sessions to build alignment and drive project success.

• Detail your approach to turning nebulous concepts into specific, user-centric product features, potentially through user story mapping, journey mapping, or similar frameworks.

• Document how you ensure consistency across platforms by applying and contributing to design systems.

• Showcase your methods for integrating AI and emerging technologies into your design workflow.

📝 Enhancement Note: A strong portfolio is crucial for this role, as it will serve as the primary evidence of the candidate's ability to handle complex projects autonomously. The emphasis should be on demonstrating a strategic and user-centered design process, with tangible outcomes and a clear understanding of business impact.

💵 Compensation & Benefits

Salary Range:

Benefits:

• Ownership & Growth: Lightspeed share scheme (all employees are owners), genuine career opportunities in a growing company.

• Work-Life Balance: Unlimited paid time off policy, flexible working policy.

• Health & Wellness: Comprehensive health insurance, dental insurance, life and disability insurance, health and wellness benefit ($500/year), mental health online platform, counselling & coaching services.

• Family Support: Paid leave and assistance for new parents, RRSP plan and match.

• Continuous Learning: LinkedIn Learning license, volunteer days.

Working Hours:

• Standard 40-hour work week, with a flexible working policy allowing for adaptability.

📝 Enhancement Note: The salary range is provided for Ontario, Canada. The benefits package is robust, emphasizing employee ownership, flexibility, and comprehensive support for health, wellness, and family. The inclusion of a LinkedIn Learning license and volunteer days highlights a commitment to employee development and community engagement.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology / E-commerce Software (SaaS)

Company Size: Lightspeed is a global company with teams across North America, Europe, and Asia Pacific, indicating a medium to large enterprise size.

Founded: Founded in Montréal, Canada in 2005.

Team Structure:

• The role is within the "Instore Selling" team, focusing on point-of-sale and accounting solutions.

• The design team operates within a studio model, emphasizing collaboration and mentorship.

Methodology:

• User-Centric Design: Strong emphasis on understanding and advocating for the user.

• Data-Driven Decisions: Insights from research and data are crucial for informing design.

• Iterative Development: Design and delivery are approached through iteration.

• AI Integration: Exploring and leveraging AI to enhance design processes and product offerings.

• Cross-Functional Collaboration: Close partnerships with product, engineering, and marketing are fundamental.

Company Website: https://www.lightspeedhq.com/

📝 Enhancement Note: Lightspeed is a significant player in the commerce platform space, serving retail, hospitality, and golf businesses globally. The company culture is rooted in inclusion, originating from its founding in Montreal's gay village, and emphasizes community building through commerce. The design team's structure suggests a collaborative environment where individual impact is valued.

📈 Career & Growth Analysis

Operations Career Level: Senior Product Designer. This role requires significant autonomy, leadership in design reviews, and the ability to mentor junior designers. It implies a deep understanding of product strategy and a proactive approach to design challenges.

Reporting Structure: While not explicitly stated, Senior Product Designers typically report to a Design Lead, Director of Product Design, or Head of Design. Collaboration is expected with Product Managers and Engineering Leads.

Operations Impact: This role directly impacts the core functionality and user experience of Lightspeed's instore selling and accounting solutions, which are critical for merchant success. By creating intuitive and efficient interfaces, the designer contributes directly to merchant satisfaction, adoption rates, and ultimately, Lightspeed's revenue and market position.

Growth Opportunities:

• Design Leadership: Potential to move into Lead Designer or management roles, overseeing design strategy for specific product areas or teams.

• Specialization: Deepen expertise in specific domains like retail POS, accounting software, or emerging technologies like AI in design.

• Cross-Functional Mobility: Develop a strong understanding of product management or engineering processes, potentially leading to hybrid roles or transitions.

• Mentorship: Formalize mentorship of junior designers, contributing to the growth of the design team.

• Industry Influence: Contribute to the broader design community through talks, articles, or contributions to design systems.

📝 Enhancement Note: The "Senior" title, coupled with responsibilities like leading reviews, mentoring, and exploring AI, suggests a pathway to leadership. The company's global presence and focus on innovation provide ample opportunities for diverse and impactful career growth within the design function and beyond.

🌐 Work Environment

Office Type: The role is listed as "TELECOMMUTE" and "remote_derived": true, indicating a fully remote position within Canada. The company also mentions having teams across North America, Europe, and Asia Pacific, suggesting a distributed workforce.

Office Location(s): While the primary location is Toronto, Ontario, Canada, the "TELECOMMUTE" designation implies that the role can be performed remotely within Canada.

Workspace Context:

• Remote Collaboration: Expect a highly collaborative virtual environment, relying on digital tools for communication, design reviews, and team syncs.

• Tools & Technology: Access to a suite of design and collaboration tools, including Figma, JIRA, and Google Suite, is provided.

• Autonomy & Flexibility: The remote nature, combined with a flexible working policy, offers significant autonomy in managing one's workday and workspace.

Work Schedule: A standard 40-hour work week is expected, with the flexibility to manage hours due to the remote nature and flexible working policy. Collaboration with teams in different time zones may require occasional adjustments.

📝 Enhancement Note: The fully remote nature of the role offers significant flexibility. Success will depend on strong self-management, proactive communication, and effective utilization of virtual collaboration tools to maintain team cohesion and project momentum.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio to assess fit with the role's requirements and experience level.

• Design Challenge/Portfolio Review: Likely a deep dive into your portfolio, discussing specific projects, your design process, problem-solving approach, and impact. This may involve a take-home challenge or a live design exercise.

• Cross-Functional Interviews: Meetings with Product Managers, Engineers, and potentially other stakeholders to assess collaboration skills, technical understanding, and cultural fit.

• Hiring Manager Interview: A final discussion with the hiring manager to assess overall fit, leadership potential, and alignment with team and company goals.

Portfolio Review Tips:

• Showcase End-to-End Ownership: Highlight projects where you led the design process from discovery to launch, detailing your specific contributions and decision-making rationale.

• Focus on Impact: Quantify the impact of your designs whenever possible (e.g., increased conversion, reduced task completion time, improved user satisfaction scores). Use data and metrics to support your claims.

• Demonstrate Process: Clearly articulate your design process, including how you approach problem definition, user research, ideation, prototyping, testing, and iteration.

• Highlight Complex Problem-Solving: Select case studies that demonstrate your ability to tackle technically complex or ambiguous challenges, especially those involving intricate workflows like POS or accounting.

• Articulate "Why": Be prepared to explain the strategic reasoning behind your design choices, linking them back to business objectives and user needs.

• Design System Proficiency: Include examples of your work with design systems, showing how you ensured consistency and contributed to their maintenance or growth.

• AI Integration Examples: If possible, showcase any projects where you explored or integrated AI tools or concepts into your design process or the final product.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with Lightspeed's products, particularly their instore selling and accounting solutions. Research common pain points for merchants in these areas.

• Practice Design Thinking: Be ready to articulate your approach to a design problem using a structured, user-centered methodology.

• Prepare for Technical Discussions: Brush up on your understanding of common software architecture concepts, data models, and API integrations, as you'll be expected to engage in these discussions.

• Storytelling: Practice presenting your portfolio case studies as compelling narratives that highlight the problem, your process, the solution, and the impact.

📝 Enhancement Note: The interview process will heavily rely on demonstrating practical design skills, strategic thinking, and the ability to collaborate effectively in a remote, cross-functional environment. A well-curated portfolio that tells a clear story of impact and process is paramount.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for UI design, prototyping, and collaboration. Proficiency is expected for creating high-fidelity designs and interactive prototypes.

• JIRA: Likely used for project management, bug tracking, and workflow management. Familiarity with its use in design-engineering handoffs is beneficial.

• Google Suite: Standard tools for documentation, presentations, and collaboration (e.g., Google Docs, Slides, Sheets).

Analytics & Reporting:

CRM & Automation:

Other Potential Tools:

• Prototyping Tools: Beyond Figma, other tools like InVision, Sketch (with plugins), or Adobe XD might be relevant depending on past experience.

• User Research Tools: Tools for surveys, interviews, usability testing (e.g., UserTesting.com, SurveyMonkey, Lookback).

• Design System Management Tools: Tools or methodologies for documenting and managing design systems.

• AI Tools: Curiosity and willingness to experiment with AI tools for ideation, content generation, or workflow enhancement.

📝 Enhancement Note: Proficiency in Figma is explicitly mentioned and is a cornerstone for modern product design roles. The ability to work effectively within a tech stack that includes project management and collaboration tools, alongside a data-driven approach to design, is critical.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A core value, with a strong emphasis on advocating for the user and understanding their needs.

• Collaboration: High value placed on working closely with cross-functional teams (product, engineering, marketing) to achieve shared goals.

• Impact & Ownership: Encouragement of taking ownership of projects and driving tangible business impact.

• Innovation & Curiosity: A culture that embraces exploring new technologies like AI and continuously evolving design processes.

• Inclusivity: Lightspeed has a strong commitment to creating an inclusive and barrier-free workplace, rooted in its company origins.

Collaboration Style:

• Proactive & Autonomous: Team members are expected to be proactive, self-aware, and comfortable working with autonomy.

• Mentorship & Growth: A culture that supports mentorship and aims to help individuals reach their full potential.

• Data-Informed: Decisions are guided by user research and data, fostering a rational and evidence-based approach to design.

• Open Communication: Encouragement of open dialogue, design reviews, and feedback exchange to refine solutions and improve processes.

📝 Enhancement Note: The company culture emphasizes a blend of autonomy, collaboration, and a strong user advocacy. The commitment to inclusivity is a significant aspect of their identity and workplace environment.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Complexity and Simplicity: Designing intuitive solutions for complex point-of-sale and accounting workflows requires deep user understanding and creative problem-solving.

• Cross-Functional Alignment: Ensuring consistent vision and execution across product, engineering, and marketing in a fast-paced environment.

• Remote Collaboration: Maintaining strong team cohesion and effective communication in a fully remote setting.

• Staying Ahead of Technology: Continuously exploring and integrating emerging technologies like AI into design processes and product offerings.

• Design System Evolution: Contributing to and maintaining a robust design system that scales with product growth.

Learning & Development Opportunities:

• Deep Domain Expertise: Opportunity to become a specialist in the retail and hospitality commerce technology space, particularly in POS and accounting solutions.

• AI in Design: Explore and apply AI tools and methodologies to enhance design productivity and user experience innovation.

• Leadership Development: Grow into design leadership roles through mentorship, project ownership, and strategic contributions.

• Cross-Functional Exposure: Gain a deeper understanding of product strategy, engineering challenges, and marketing initiatives.

• Industry Best Practices: Access to LinkedIn Learning and potentially industry conferences to stay current with design trends and technologies.

📝 Enhancement Note: This role offers significant challenges, particularly in managing complexity and driving innovation. However, these challenges are also tied to substantial growth opportunities in specialized domains, leadership, and emerging technologies.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to simplify a highly complex workflow for users. What was your process, and what was the outcome?" (Focus on your problem-solving approach, user research, and quantifiable impact.)

• "How do you ensure alignment with product managers and engineers when working on a technically complex feature?" (Highlight your communication, collaboration, and negotiation skills.)

• "Walk us through a project where you leveraged user data or research to significantly change your design direction." (Emphasize your data-driven approach and ability to iterate based on insights.)

Company & Culture Questions:

• "What interests you about Lightspeed's mission and our focus on empowering merchants?" (Research Lightspeed's values, products, and market position.)

• "How do you see yourself contributing to our inclusive and collaborative design culture?" (Relate your experiences and values to their stated culture.)

Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly define the problem, your role, the process you followed, the key decisions you made, the solutions you designed, and the measurable impact.

• Show, Don't Just Tell: Use visuals effectively – wireframes, mockups, prototypes, user flows – to illustrate your design thinking and execution.

• Highlight Collaboration: Explain how you worked with cross-functional teams, detailing challenges and how you overcame them.

• Quantify Impact: Whenever possible, present metrics that demonstrate the success of your designs.

• Be Prepared for Deep Dives: Anticipate detailed questions about your design choices, trade-offs, and the rationale behind them.

📝 Enhancement Note: Candidates should prepare to articulate their design process, problem-solving skills, and ability to collaborate effectively, all supported by concrete examples from their portfolio. Understanding Lightspeed's business and its commitment to user success will be key.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Ashby.

• Curate Your Portfolio: Select 2-3 of your strongest case studies that best demonstrate your end-to-end product design experience, ability to handle complex workflows, and data-driven decision-making. Ensure they highlight your impact and collaboration skills.

• Tailor Your Resume: Emphasize your 5+ years of in-house product/UX/UI design experience, specific skills in Figma, design systems, and user research. Quantify achievements where possible.

• Prepare Your Narrative: Practice presenting your portfolio case studies, focusing on clear storytelling, your design process, and the measurable impact of your work. Be ready to discuss your experience with technically complex environments and AI integration.

• Research Lightspeed: Understand their products, target audience (merchants), company values, and recent news. Articulate why you are a good fit for their culture and mission.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

---