Senior Software Engineer, Support AI

Toast Toast · Enterprise · United States · Remote · R & D : Engineering : Customer Experience Platform

Senior Software Engineer on the Support AI team responsible for building and evolving voice and chat systems for customer support at scale. This role involves driving end-to-end development, integrating with third-party AI platforms and internal systems, and implementing observability for AI-powered experiences. The focus is on shipping fast, learning from real interactions, and building scalable systems in an evolving problem space.

What you'd actually do

  1. Drive end-to-end development of voice and chat AI systems—from concept through production—owning the full lifecycle and iterating based on real customer and operational outcomes.
  2. Build and evolve integrations with third-party AI platforms and internal Toast systems, making pragmatic decisions that balance speed, reliability, and long-term scalability.
  3. Design and implement observability, monitoring, and outcome tracking for AI-powered support experiences—using production data to understand system performance and continuously improve customer outcomes.
  4. Make technical decisions grounded in production data, customer feedback, and operational constraints—navigating ambiguity while building systems that scale.
  5. Partner closely with product, support operations, and AI/ML engineering teams to translate ambiguous problems and workflows into robust, maintainable systems that drive measurable impact.

Skills

Required

  • 5+ years of experience in software engineering
  • strong background building and maintaining production systems using Java, Kotlin, or other object-oriented languages
  • Proven ability to own complex features or projects end-to-end, from design through production and iteration
  • Experience building integrations with third-party APIs or platforms, especially in domains where reliability, latency, and vendor constraints matter
  • Comfortable working in ambiguity and making pragmatic tradeoffs between shipping quickly and building for scale
  • Strong collaborator who can work effectively across product, operations, and technical teams to deliver customer and business outcomes
  • Proficient with AI tooling such as Cursor, Claude, and MCP servers
  • Self-starter who takes ownership of problems, unblocks themselves, and drives work forward without waiting for perfect conditions.

What the JD emphasized

  • critical
  • building and evolving voice and chat systems
  • integrations with third-party AI platforms
  • scaling platforms that handle millions of customer interactions
  • shipping fast, learning from real interactions, and building systems that scale

Other signals

  • building and evolving voice and chat systems
  • integrations with third-party AI platforms
  • scaling platforms that handle millions of customer interactions
  • shipping fast, learning from real interactions, and building systems that scale