Principal Product Designer, Enterprise Menus

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

The Role

The Menu Management team defines the core experiences that shape how restaurants and hospitality sellers manage their menus across every channel. From POS to online ordering, these tools are the backbone of how sellers represent their offerings, maintain consistency across locations, and deliver seamless experiences for staff and diners alike.

We're looking for a Principal Designer with deep systems thinking, vision, and craft to shape the future of enterprise menu management and intelligent restaurant operations at scale. You'll partner with cross-functional leaders across Product, Engineering, Research, and Data Science to define strategic direction, drive cohesive design execution, and champion the seller experience.

As one of the most senior design leaders in this space, you'll set a high bar for ambition and craft, mentor other designers, and push the boundaries of what's possible with design and AI.

You Will

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.

You Have

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.

Even better

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.

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.

We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we’re doing to build a workplace that is fair and square? Check out our I+D page.

While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.

Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

To find a location’s zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information.

Zone A:$251,600—$377,400 USDZone B: $251,600—$377,400 USDZone C:$251,600—$377,400 USDZone D:$251,600—$377,400 USDUse of AI in Our Hiring Process

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Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.

Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we’re helping build a financial system that is open to everyone.

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