Senior AI Engineer, Onboarding Automation (Remote)

Toast, Inc.; Boston (MA); Remote; USD 140,000 - 180,000; Full time

Job summary

Toast, Inc. is seeking a Senior Software Engineer for Onboarding. This role focuses on designing and building AI agents that complete onboarding tasks for restaurants, turning onboarding touches into reliable tools, and owning the onboarding backend for agent-driven flows.

You will collaborate across product, design, onboarding operations, and data science to ship impactful, measurable features. Qualified candidates have 5+ years of software engineering experience, hands-on work with LLMs, and

Qualifications

• 5+ years of software engineering experience building and operating production backend systems.
• Experience with LLM-driven tools, production readiness, and cost considerations.
• Proven ability to own outcomes end to end: design, launch, monitor, and iterate.
• Product-minded builder who collaborates with PM, design, and operations.

Responsibilities

• Design and build AI agents that complete onboarding work for restaurants.
• Turn onboarding touches into reliable tools agents can read state and act on.
• Own the onboarding backend and adapt it for agent-driven flows.
• Build evaluation and metrics to tie launches to real outcomes.
• Ship full-stack changes in the restaurant-facing setup when needed.
• Collaborate with product, design, onboarding ops, and data science.
• Contribute to architectural standards for AI-powered systems.
• Mentor engineers through code reviews and pairing.

Skills

5+ years software engineering

LLMs & tool integration

End-to-end ownership

AI coding tools

Cross-functional collaboration

Tools

Kotlin/Java

Job description

Toast, Inc. is seeking a Senior Software Engineer for Onboarding. This role focuses on designing and building AI agents that complete onboarding tasks for restaurants, turning onboarding touches into reliable tools, and owning the onboarding backend for agent-driven flows.

You will collaborate across product, design, onboarding operations, and data science to ship impactful, measurable features. Qualified candidates have 5+ years of software engineering experience, hands-on work with LLMs, and