Senior Product Designer (Toast Retail)

Toast; Ireland; On-site; EUR 90,000 - 120,000; Full time

Benefits offered by this job

Unlimited Vacation

Sabbatical after 5 years

Professional Development Reimbursement

Wellness Stipend

401(k) and matching

Medical, Dental, Vision Coverage

Job summary

Toast is seeking a design leader in Ireland to guide a product area from discovery through shipped UI. You will set the design direction and quality, connecting workflows to the Toast Retail vision and shaping what the team builds and how it feels.

You will prototype with AI tools, design AI-first workflows, and collaborate with product managers and engineers in Dublin and the U.S. to deliver pixel-perfect interfaces and scalable design systems.

Qualifications

• Familiar with design systems and their applications.
• Strong UX/UI principles for web and native apps.
• Experience shipping end-to-end design for complex products.
• Ability to drive design decisions with cross-functional partners.
• Experience contributing to production code with engineers.

Responsibilities

• Lead design for a product area from discovery to shipped UI.
• Prototype with AI tools to test ideas with customers and engineers.
• Design AI-first workflows to reduce customer effort.
• Engage with customers and onboarding/support teams to inform direction.
• Make complex data experiences clear, forgiving, and fast.
• Collaborate with PMs and engineers across regions.
• Raise the bar for pixel-perfect UI and Toast design system usage.
• Collaborate cross-functionally to define retail-native capabilities such as onboarding and AI-assisted setup.

Skills

Design Systems

Core UX/UI Expertise

User Empathy

Leadership 5+yrs

Collaboration

AI-Native Practice

Autonomy

Customer Engagement

Mentorship

Design Tools

B2B UX

AI Features

Dev Collaboration

Startup Experience

Tools

Figma

Job description

• Lead design for your product area: Take your area from early discovery through shipped UI, set its design direction and quality bar, and connect each workflow to the broader Toast Retail vision. Help shape what the team builds, not only how it looks


• Prototype with AI: Use AI prototyping tools such as Replit, Magic Patterns, or Claude to build working, interactive prototypes with realistic data, so ideas can be tested with customers and engineers before the team commits to them. Use AI across the rest of your practice too, from synthesizing research to exploring concepts, validating outputs carefully and modeling responsible, secure use of AI for the team


• Design AI-first workflows: Identify where AI can materially reduce customer effort, such as importing and cleaning up a store’s existing item data, enriching items with brands, images, and attributes, and guiding new retailers through setup. Design just as carefully for when it is unsure: how customers review low-confidence results, correct mistakes, and come to trust the system


• Engage directly with customers: Research with retailers, and with the onboarding and support teams who help them go live, to understand where setup breaks down, and translate those insights into design direction and testable ideas


• Make complex data feel simple: Turn large catalogs, imports, bulk edits, and errors into experiences that are clear, forgiving, and fast, on desktop and in the hand


• Collaborate early and often: Partner closely with product managers and engineers in Dublin and the U.S., sharing work early, communicating design rationale clearly, and helping the team make good decisions quickly


• Raise the bar for the team: Deliver pixel-perfect UI, apply and extend the Toast design system with good judgment, mentor other designers, and contribute to the quality and practices of the wider Retail design team


• You will be a central collaborator within a cross-functional team of designers, product managers, and engineers, designing sophisticated, retail-native capabilities such as:


• Onboarding for new retailers, from first data import to a store that is ready to sell


• AI-assisted setup, including agents that import, clean up, and enrich a store’s item data


• Bulk item creation, editing, and correction at the scale of tens of thousands of products


• Retail item details such as brand, pack and unit, tax, deposit and age rules, images, and category-specific attributes, like a wine’s vintage and region


• Tools that help Toast’s onboarding teams set up and support retailers


• Reusable setup and interaction patterns that make Toast feel built for retail across products

Benefits

• Peer and company recognition programs


• Unlimited Vacation


• Sabbatical opportunity after five years


• Professional Development Reimbursement Program


• Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend


• Various peer and company recognition programs


• 401(k) and matching


• Medical, Dental, & Vision Coverage


• Subsidized backup childcare


• Mental Health Benefits

• Design Systems: Familiarity with corporate design systems, knowing how to apply them appropriately, and the judgment to push beyond them when innovation requires it


• Core UX/UI Expertise: Solid understanding of UX principles and best practices for both web and native mobile applications, along with a strong grasp of platform-specific UX and UI patterns


• User Empathy: A strong ability to understand and empathize with users, designing digital experiences that delight and create a sense of accomplishment, especially within stressful or monotonous workflows


• Experience & Leadership (5+ years): Demonstrated ability to lead design for a complex product area end to end, craft compelling visual experiences, and connect this work to a broader product vision. You have shipped work that measurably changed customer or business outcomes, and you have influenced product direction, not only executed it


• Collaboration & Communication: Strong communication skills, a proactive mindset for sharing work early and often, the ability to present work and rationale persuasively to senior leaders, and the ability to build trusting relationships across functions and regions


• AI-Native Practice: AI is part of how you work every day, not an occasional experiment. You use tools like Claude, Replit, or Magic Patterns to research, explore, and prototype, and you can build working prototypes to test ideas with customers and engineers. Crucially, you can tell valuable AI integration from mere hype, in your own process and in the product


• Autonomy & Initiative: Ability to navigate ambiguous, undefined problem spaces, frame the right problem, and initiate work by efficiently gathering the information needed to begin, and to keep moving when key partners are in another time zone


• Customer Engagement: Willingness to engage directly with customers to gather feedback and generate ideas for advancing product features


• Feedback & Mentorship: Able to take feedback constructively and pivot quickly when necessary, and to give clear, generous feedback that helps other designers grow


• Design Tool Proficiency: Proficient in design software (preferably Figma), including maintaining clean files and delivering pixel-perfect final UI designs for handoff when needed (to a developer or an AI prototyping tool)


• Experience designing data-heavy operational or B2B software, such as onboarding, data import, product information management, or point-of-sale tools


• Experience designing AI or machine-learning features that include human review, confidence, or correction


• Design system experience (including creation and maintenance)


• Experience contributing directly to a production codebase alongside engineers, for example opening pull requests for UI/UX changes


• Prior experience in a startup environment or on zero-to-one projects