Principal Product Designer, Enterprise Menus

Square is a leading technology company that has evolved to provide integrated, omnichannel solutions for sellers. The Principal Product Designer will drive the vision and strategy for menu management experiences, collaborate with cross-functional teams, and mentor other designers to enhance the seller experience in the Food & Beverage platform.

Responsibilities:

• Drive vision and strategy for the end-to-end menu management experience across Square's Food & Beverage platform, with a focus on multi-location, enterprise, and franchise operations
• Shape data-driven interfaces that simplify complex workflows like bulk updates, menu versioning, and hierarchical permissions
• Explore and integrate AI-assisted tools that help sellers create, optimize, and maintain menus across multiple channels and locations with greater speed, accuracy, and insight
• Champion the seller experience, deeply understanding the operational complexity of multi-unit restaurants, franchises, and hospitality groups
• Collaborate cross-functionally with Product, Engineering, Research, and Data Science to define roadmaps, align on priorities, and deliver impactful, high-quality design
• Mentor and elevate designers across levels, fostering a culture of craft excellence, learning, and feedback
• Contribute to shared systems, partnering with the broader Design Systems team to evolve menu-related patterns and reusable components that scale across surfaces and seller types
• Measure and communicate impact, using qualitative and quantitative data to inform priorities and validate design decisions

Requirements:

• 10–12+ years of product design experience, including leadership on complex, cross-functional initiatives in SaaS or platform environments
• A portfolio demonstrating systemic thinking, deep UX craft, and examples of designing or integrating AI and automation into enterprise-scale workflows
• Excellent storytelling skills, with a 'show, don't tell' approach to aligning stakeholders through narrative and prototypes
• Proven ability to shape long-term vision while driving near-term delivery
• 3+ years of experience mentoring and developing other designers, with recognized influence across teams or organizations
• Comfort navigating complex organizations, making informed tradeoffs, and iterating quickly toward clarity and outcomes
• Curiosity and fortitude to challenge assumptions, explore new ways of working, and proactively uncover new opportunities for design
• Familiarity with restaurant or hospitality operations, including menu complexity, modifiers, inventory dependencies, and compliance needs
• Experience designing or prototyping with AI/ML systems, particularly natural language or recommendation interfaces
• Experience shaping multi-year product roadmaps and influencing organizational strategy