Senior Product Designer, Web Tools

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.

• Are genuinely curious about AI and excited to explore what's possible in this space.
• Like solving real human problems with emerging technology, not just chasing what's trendy.
• Are comfortable taking a project from early exploration through to polished, shipped execution.
• Enjoy close collaboration with engineers, PMs, and marketers to bring ideas to life.
• Take ownership proactively, while welcoming direction on newer or more ambiguous projects.
• Are deeply passionate about Toast's mission and excited to contribute to its growth.

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

We strive to 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. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. To learn more: https://careers.toasttab.com/ai-in-hiring

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.

We Thrive Together

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 restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.

Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.

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