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[Remote] Staff Software Engineer, AI & Strategy

Remote-first Full-time Now hiring

Note: The job is a remote job and is open to candidates in USA. Toast creates technology to help restaurants and local businesses succeed in a digital world. They are looking for a hands-on Staff Software Engineer to join the AI & Strategy Engineering team, responsible for building tools that revolutionize sales operations and implementing Machine Learning models to enhance decision-making.

Responsibilities

  • Spend the majority of your time "hands-on-keyboard," architecting and coding high-performance backend services and ML pipelines
  • Build and prototype new internal products from scratch that leverage LLMs and Agentic AI to automate account research, lead prioritization, and complex quoting logic
  • Design and implement ML models that provide real-time recommendations to sales users, reducing manual entry and increasing deal velocity
  • Develop the backend connective tissue between our custom quoting engine, Salesforce, and internal data lakes to ensure a seamless, low-latency end-to-end experience
  • Act as a domain expert to solve complex synchronization and architectural challenges across the GTM stack, ensuring systems are scalable and resilient
  • Drive engineering excellence through rigorous code reviews, automated testing, and by modeling best practices for SE1-SE3 engineers on the team
  • Deliver significant core capabilities that have broad impact; take high-level goals and turn them into sequenced, production-ready code
  • Anticipate shifts in product needs and build flexible, decoupled backend systems that can evolve with our AI strategy
  • Ensure the reliability of GTM tools by building deep observability into every service you ship

Skills

  • Extensive experience in backend languages (Java, Go, Python) with a track record of building complex, distributed systems
  • Practical, hands-on experience deploying Machine Learning models and building with LLMs (e.g., LangChain, RAG architectures, or Model Fine-tuning) in a production environment
  • Experience building or deeply integrating with complex enterprise software, specifically custom quoting engines or CRM internals (Salesforce Apex/LWC)
  • Ability to design event-driven architectures and manage data flow across disparate systems with high integrity
  • Bachelor's or Master's degree in Computer Science, or a related technical field
  • Experience building internal 'Sales Tech' or 'Fintech' tools that directly impact revenue
  • Familiarity with AWS data services (SageMaker, Lambda, SQS)
  • A passion for removing 'human-in-the-loop' friction through intelligent automation

Benefits

  • Cash compensation (overtime, bonus/commissions if eligible)
  • Equity
  • Benefits
  • Hybrid work model that fosters in-person collaboration while valuing individual needs
  • Reasonable accommodations for persons with disabilities to enable them to access the hiring process

Company Overview

  • Toast is a point-of-sale and restaurant management platform designed for businesses in the food service and hospitality industry. It was founded in 2011, and is headquartered in Boston, Massachusetts, USA, with a workforce of 1001-5000 employees. Its website is https://pos.toasttab.com.
  • Company H1B Sponsorship

  • Toast has a track record of offering H1B sponsorships, with 3 in 2026, 26 in 2025, 32 in 2024, 39 in 2023, 66 in 2022, 29 in 2021, 17 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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