Head of Product Design, Retail

Lightspeed Commerce•New York, NY

16d

About The Position

Lightspeed Retail is seeking an experienced and visionary Head of Design to lead our product design organization. This pivotal role will be responsible for defining and executing the design strategy across our entire suite of retail products, ensuring a cohesive, intuitive, and delightful user experience. You will build, mentor, and inspire a world-class team of product designers, fostering a culture of innovation, collaboration, and user-centricity. This role requires a strategic thinker with a strong design-thinking background, capable of translating complex business needs into elegant and impactful design solutions. As our Head of Product Design for Retail, you'll be instrumental in shaping the entire Lightspeed Retail experience ecosystem, encompassing Wholesale, In-store Selling, and Online channels. Your leadership will ensure a cohesive, seamless, and highly competitive experience that directly impacts merchants in the real world, empowering them to build thriving businesses. You'll set the strategic design vision for our Retail products and be accountable for your team's collective performance and delivery. Eligible candidates must be based in eastern Canada or the United States.

Requirements

Extensive Product Design Expertise, Mentorship & Holistic Thinking: At least # years of practical, in-house product and/or consumer-facing UX/UI and visual design experience, with a minimum of # years in a people management role on a Design team. You'll demonstrate an eagerness and ability to work across all digital, AI-powered, and, where applicable, physical manifestations of what we design, ensuring cohesive and intuitive experiences
Enterprise advocacy and influence, especially within technology-driven sectors, is highly preferred. You should also possess a passion for mentoring executives, product managers, and engineers to deliver truly user-centered solutions, particularly as they integrate and leverage AI.
Acute Empathy & Self-Awareness: A deep understanding of human behavior and needs, coupled with profound empathy for both our customers (and their relationship with AI) and your team's goals.
Evolutionary Technology Perspective: A tenured, forward-thinking perspective on technology, product development, and design practices, with a specific understanding of the evolving landscape and implications of Artificial Intelligence.
Applied Service Design: Demonstrated experience with service design practices and a commitment to continuously evolving your design process to encompass end-to-end user journeys that may include AI interactions.
Exceptional Communication & Visualization: Outstanding communication and data visualization skills. You can eloquently articulate design decisions, bring internal stakeholders on your design journey, and concisely support your recommendations, especially when explaining complex AI interactions and their impact.
Technical Design Proficiency: Expert proficiency in Figma, a strong understanding of Storybook, and a demonstrated ability to quickly adapt to and leverage new tools and technologies relevant to modern product design and AI integration.
Portfolio: A strong portfolio demonstrating exceptional UX/UI design skills, strategic thinking, and successful product launches.
Education: Bachelor's degree in Design, Human-Computer Interaction, or a related field; Master's degree preferred.

Responsibilities

Global Design Leadership & Vision: Lead, mentor, and empower a diverse team of product designers across North America, EMEA, and APAC. Define and champion the overall design vision and strategy for Lightspeed Retail products, ensuring alignment with business objectives and user needs across our entire product portfolio, including those with AI-driven features.
Empowering Autonomous Teams: Foster an environment where designers embedded in highly autonomous product teams ("squads") can collaborate effectively through both synchronous and asynchronous methods, driving design quality and efficiency.
User Experience Excellence: Oversee the end-to-end design process, from research and ideation to prototyping, testing, and implementation, ensuring an exceptional user experience across all touchpoints.
Strategic Cross-Functional Partnership: Serve as an equal partner to senior leaders in Product and Engineering, influencing product strategy and collaborating deeply to build innovative products that customers love and are willing to invest in, including those leveraging AI.
Cultivating a Culture of Innovation: Instill and amplify a culture of innovation within the Design team and across the organization, actively identifying and celebrating groundbreaking ideas—especially those that explore the frontiers of AI in user experience.
Partner with Design System: Facilitate healthy contribution to the Design System, ensuring its growth accommodates new interaction patterns and components required for AI-driven experiences, in close partnership with Engineering.
User Research & Insights: Advocate for and drive user research initiatives to deeply understand customer needs, behaviors, and pain points, translating insights into actionable design improvements.
Building Organizational Trust & Advocacy: Develop strong, trusted relationships across the entire organization, leveraging your influence and industry connections to advocate for the design team and champion the value of design thinking, particularly in the context of intelligent systems.

Benefits

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
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 families