Senior Software Engineer, Support AI

Toast, Inc.

Remote

Quick summary

Work type
Remote
Location
Remote
Salary
$159,000–$254,000 / yr
Posted
56 days ago
Closes
Sep 28, 2026

Market check

Salary context

Competitive pay

How this pay compares to similar roles

Similar $198k
This role $206k
$136k most similar roles pay here $267k

This role pays more than 62% of similar roles. Most pay $159,937–$235,750 — the shaded band above. At the midpoint, this role pays about $206k versus about $198k for comparable roles.

Based on 240 similar postings.

Employer

About Toast, Inc.

Toast is a cloud-based restaurant management platform providing point-of-sale, payment processing, and operations software for the food service industry.

Toast, Inc. currently has 31 open roles on FindRole.

Listed pay typically runs $159,000–$254,000 across 30 roles with salary data.

Most-posted roles

View all roles at Toast, Inc.

At a glance

TL;DR · Senior Software Engineer, Support AI

Role Posting Log in to save

As a Senior Software Engineer on Toast’s Support AI team, you will drive the development of voice and chat systems that resolve customer issues for restaurants at scale. Your day-to-day involves building and evolving integrations with third-party AI platforms and internal systems, ensuring reliability and scalability while balancing speed and long-term investment. You’ll design observability and monitoring tools to track real-world outcomes, making data-driven decisions to improve system performance. Collaborating closely with product, support operations, and AI engineering teams, you will translate complex problems into maintainable solutions that deliver measurable impact. This role requires 5+ years of experience in software engineering, proficiency in Java or Kotlin, and familiarity with AI tooling such as Cursor, Claude, and MCP servers. You’ll work in a fast-paced environment where ambiguity is common, and the ability to make pragmatic tradeoffs is crucial.

Skills

Java Kotlin Python Cursor Claude MCP servers CI/CD Docker AWS PostgreSQL Kubernetes Terraform Prometheus Grafana

What you'll do

  • Drive end-to-end development of voice and chat AI systems from concept to production.
  • Build and evolve integrations with third-party AI platforms and internal Toast systems.
  • Design observability and monitoring for AI-powered support experiences using real data.
  • Make technical decisions balancing speed, reliability, and long-term scalability.
  • Partner with product, operations, and engineering teams to translate problems into robust systems.

What we're looking for

  • 5+ years of software engineering experience with a focus on production systems.
  • Proven ability to own and drive complex projects from design through iteration.
  • Experience building reliable integrations with third-party APIs or platforms.
  • Comfortable making pragmatic decisions in ambiguous environments for scalability.
  • Strong collaboration skills across product, operations, and technical teams.
  • Proficiency with AI tooling such as Cursor, Claude, and MCP servers.
  • Self-starter who takes ownership and drives work forward independently.

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