Hi there! Thanks for stopping by 👋 Actively looking for a new opportunity to work on a team focusing on projects with real business impact? Do you thrive in environments where you can help raise the bar for quality, drive collaboration, and mentor others to reach their full potential? If so, you might be in the right place! Lightspeed is looking for a Senior Product Designer to join our Instore Selling team. In this role, you’ll own the point-of-sale and accounting space, creating intuitive experiences that will enhance merchants day-to-day through iterative design and delivery. The ideal candidate is an experienced Product Designer who is comfortable working in an environment where autonomy and proactiveness is key. You have a proven track record of transforming complex workflows into simple, clear customer journeys with user-friendly interfaces that seamlessly integrate with other workflows. You excel at identifying opportunities to deliver value and thrive in collaborative environments, working closely with engineers and product managers to create impactful experiences. What you’ll do: - Lead project work from a design perspective with autonomy and authority, facilitating design reviews and working sessions to help the teams deliver the best possible solutions - Leverage your UX expertise and deep understanding of design systems, UI design, and how micro-interactions can help users complete a task - Proactively find ways to contribute during backend-heavy phases – whether that’s sharpening specs, running exploratory research, building alignment across teams, or getting ahead of future design work before it’s formally scoped - Turn nebulous concepts into specific ideas that are useful and delightful product features - Design holistic systems, flows and interfaces that are simple, elegant, and user-friendly - Oversee UX and UI from conception to launch - Understand how to best use the current design system to ensure consistency across platforms and contribute to its continuous improvement - Draw insights from research and data, and know how to turn those insights into tangible solutions. - Build relationships and advocate for the user when collaborating with cross-functional teams in product, engineering, and marketing. - Explores and integrates AI and emerging technologies to shape new approaches. - Be a positive role model and culture carrier within the studio as well as an advocate for design within the Lightspeed organization. What you need to bring: - A design-thinking education or equivalent (Design, Visual Arts, Architecture, Industrial Design, or Communication); - At least 5 years of practical, in-house product, UX/UI design experience. - Excellent communication skills. You can bring internal stakeholders on your design journey and explain work with focus and brevity. - Excellent visualization and conceptual skills. You can synthesize something complex into something simple and aesthetic. - Experience working across all digital and physical manifestations of what we design - from the responsive web to native applications to the next technological leap. - Comfort working in technically complex environments. You don’t need to write code, but you’re not intimidated by architecture docs, data models, or engineering discussions. - Fluency in use of design systems, prototyping, and user research methodologies. - An acute level of self-awareness and deep empathy - for both the customer and your team’s goals. - A deep curiosity and ability to consider product strategy and vision. You don’t just care about “how it looks,” or “what we should design,” but “why are we designing this at all?” - A curiosity to continuously evolve your design process by leveraging AI tools to deliver better, more user-centered products. - An arsenal of design tools such as Figma, Google Suite, JIRA, and other prototyping tools. - 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! What’s in it for you? Come live the Lightspeed experience... - Ability to do your job in a truly flexible environment; - Genuine career opportunities in a company that’s creating new jobs everyday; - Work in a team big enough for growth but lean enough to make a real impact. … and enjoy a range of benefits that’ll keep you happy, healthy and (not) hungry: - Lightspeed share scheme (we are all owners) - Unlimited paid time off policy - Flexible working policy - Health insurance - Health and wellness benefit of $500 per year - Paid leave and assistance for new parents - Mental health online platform and counselling & coaching services - LinkedIn Learning license - Volunteer days 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 total compensation for this position to be in the range of $120,000-$140,000 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. Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. 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 you’re proud to come to every day. For a glimpse into our world check out our career page here. Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs. Who we are: Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks. Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries. Lightspeed handles your information in accordance with our Applicant Privacy Statement.

• Designing intuitive, beautiful, and consistent experiences across iOS, Android, Web, and Desktop • Collaborating with engineers, product managers, and marketers within cross-functional squads • Contributing to and maintaining our shared design system and component library • Using data, user insights, and direct user conversations to validate and improve design decisions • Using tools like Claude, Cursor, and similar AI tools to prototype, write code, and ship, actively closing the gap between design intent and working product • Finding new ways to improve how design and development collaborate, through tooling and process • Helping define and evolve the product vision alongside the broader design team • Staying ahead of platform guidelines (iOS HIG, Material Design, Web standards) to bring the best of each platform to our products

• You will directly work with Tom who is a product person by heart and who has worked on physical and digital products all his life. • Improve LTV per download. (e.g. through paywall testing) • Improve trial start rate through paywall and onboarding design. • Use AI design tools to implemente Vibe Marketing campaign for social media and to test potential features before we ship them. • We are looking for people that are willing to get their hands dirty. This is not a strategic role!

Role Description Group practices are one of Headway's biggest growth levers — and one of its most complex design challenges. Unlike solo providers, group practices operate through owners, admins, supervisors, and supervisees, each with different permissions, workflows, and goals. A single group practice might onboard dozens of providers simultaneously, manage supervisory billing relationships across multiple states, and need practice-level reporting that doesn't exist today. This is also a massive business opportunity. Supervisory billing — enabling provisionally licensed therapists to bill insurance through Headway — represents a ~250K new provider TAM and over $100M in annual revenue potential. It's the #2 reason we lose group practice sales (after rates), and we're just getting started: we launched in-product onboarding in Q1 and are expanding state-by-state throughout 2026. As a Staff Product Designer for Group Practices, you'll be the design anchor for the only segment-based pod at Headway. You won't just own a surface — you'll own a customer. That means designing across the full lifecycle: - How group practices discover and join Headway - How they onboard and activate supervisees - How they manage packaging tiers and track practice performance You'll think like a business builder — understanding the revenue model, making sharp prioritization calls, and designing product experiences that directly drive growth. We're building an AI-first design team at Headway. Designers are expected to use AI tools like Claude, Cursor, and MagicPatterns to prototype and stay involved through launch and iteration directly in code. We're looking for designers who are already working this way and see AI as a primary part of their workflow. In this role, you will: - Own the design of the group practice experience end-to-end — from onboarding and supervisory billing, to packaging and SLA compliance, to practice management and admin tooling. - Drive supervisory billing from early product to nationwide scale — design the onboarding, activation, and in-product experience for supervisors and supervisees as we expand from NY to all 50 states. - Design for admins and owners as your primary persona — build bulk workflows, role-based views, multi-provider management, and practice-level analytics that solo-focused products don't support. - Adapt platform-wide launches for group practices — ensure they work for the group practice context, often requiring fundamentally different design approaches. - Start in planning mode, using tools like Claude.ai to clarify the problem space, understand data, and test initial assumptions. - Prototype with Claude Code/Cursor and MagicPatterns to build and iterate on flows and IAs. - Partner with product & Eng to decide when to move into production. - Partner closely with Sales and Customer Success — translate their insights into product direction and design decisions. - Contribute to the design system and culture — share your AI practice, prompts, and patterns with the design team. Qualifications - 8+ years of product design experience, with significant time spent designing for multi-user systems with different roles and permissions (admins, operators, end users). - 0→1 product experience — you've designed new product lines, validated business models through design, or taken a product area from early concept to scale. - Think like a business builder — you understand revenue models, can connect design decisions to business outcomes, and make sharp prioritization calls about where design effort creates the most value. - Have designed for platforms or marketplaces where segment-specific needs must be balanced with platform consistency — you know when to customize and when to unify. - Bring strong visual and interaction design craft across both growth surfaces (onboarding, activation) and product surfaces (dashboards, tooling, operational workflows). - Are comfortable partnering with Sales and CS as key stakeholders — not just PM and Eng — and translating customer relationships into product insights. - Are comfortable with AI prototyping tools (Claude Code, Cursor, MagicPatterns) and see them as a core part of how you work. - Want your work to make a meaningful difference in people's lives — by helping group practices thrive on Headway, you're expanding access to affordable mental healthcare at scale. Benefits - Equity compensation - Medical, Dental, and Vision coverage - HSA / FSA - 401K - Work-from-Home Stipend - Therapy Reimbursement - 16-week parental leave for eligible employees - Carrot Fertility annual reimbursement and membership - 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st - Flexible PTO - Employee Assistance Program (EAP) - Training and professional development