Senior Product Designer

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. We're looking for a Senior Product Designer to join our Web Experience Design team and help shape the next generation of AI-powered experiences on Toast's marketing website — from intelligent chatbots to personalized visitor journeys.

As a Senior Product Designer on our Web Experience Design team, reporting to the Senior Manager, Web Experience Design, you'll design customer-facing AI features that help prospects find the right information faster, get their questions answered, and feel a more tailored connection to Toast throughout their journey. You'll partner closely with Web Strategy, Web Engineering, Marketing, and our AI/ML partners to bring these experiences to life.

• Design and iterate on AI-powered features embedded in Toast's website, including chatbots, conversational interfaces, and dynamic personalization experiences.
• Translate complex AI capabilities into intuitive, human-centered interactions that feel natural and build trust with prospects.
• Partner with Engineering and AI/ML teams to understand model capabilities and constraints, and design within them.
• Design personalization logic and experiences that adapt content, messaging, or layout based on visitor behavior, segment, or intent.
• Prototype and test AI-driven concepts, using data and user feedback to refine interaction patterns pre- and post-launch.
• Collaborate with Web Strategy and Marketing stakeholders to ensure AI experiences align with campaign goals, brand voice, and business priorities.
• Contribute to and help evolve design patterns and guidelines for AI-enabled experiences across the web ecosystem.
• Clearly communicate design rationale, prototypes, and outcomes to your manager and cross-functional partners.

• 4+ years of relevant product or web design experience, ideally within a B2B SaaS environment.
• Exposure to designing for or with AI-powered features (chatbots, recommendation systems, generative content, personalization engines, etc.) — or strong enthusiasm and aptitude to grow into it.
• Solid foundation in UI/UX principles, including interaction design, information architecture, and accessibility.
• Comfort designing within real-world technical constraints and working closely with engineers to bring ideas to life.
• A portfolio that shows thoughtful, user-centered problem solving — bonus points for conversational, adaptive, or AI-enabled interfaces.
• Strong communication skills and the ability to clearly present design decisions to a range of stakeholders.
• Ability to work through ambiguity, take feedback well, and iterate quickly.

• We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location.
• We provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs.