8h ago

Senior Conversational AI UX Designer

Boston, MA

✨ $140k-$180k / yearest.

full-timeseniorRestaurant technology

πŸ›  Tech Stack

πŸ’Ό About This Role

You'll design end-to-end AI-first experiences for Toast's Product Led Growth and AI Customer Success Manager Agent teams, shaping agentic partnerships with restaurant operators. Your work will proactively monitor business health and guide growth and adoption across the customer journey. This role stands out for its focus on emerging agentic experiences in the restaurant industry.

🎯 What You'll Do

  • Design intuitive UX for AI-powered conversational interfaces and agentic workflows.
  • Develop and evaluate conversational flows across chat and voice interfaces.
  • Drive orchestration design coordinating specialist agents like CSM, Toast IQ, and others.
  • Create and manage evals for AI outputs to ensure customer experience quality.

πŸ“‹ Requirements

  • Product Design experience with AI-powered products including conversational interfaces and LLM-driven systems.
  • Conversational design expertise developing flows for chat and voice, with knowledge of LLM-driven dialogue.
  • Prototyping fluency with AI-native tools like Cursor, v0, or Replit alongside Figma.
  • Data-driven approach defining AI-specific success metrics like task completion and error recovery.

✨ Nice to Have

  • Restaurant industry passion or firsthand experience.
  • Past experience designing AI chat bots, agent tooling, or product led growth funnels.
  • Ability to build AI agents or demonstrated curiosity in agentic systems.

🎁 Benefits & Perks

  • πŸ’° Competitive compensation with equity and performance bonuses.
  • πŸ–οΈ Flexible PTO and remote-friendly culture.
  • πŸ§‘β€βš•οΈ Health, dental, and vision insurance with HSA options.
  • πŸ“ˆ 401(k) matching and financial planning resources.
  • πŸŽ“ Learning stipend for professional development.

🚩 Heads Up

  • Broad responsibility spanning design, ML engineering, and prompt engineering β€” may dilute focus.
  • No explicit salary range listed, requiring estimation.
  • Mentions 'working understanding of AI infrastructure' like RAG and MCP, which may be unrealistic for a UX designer.
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