Staff Software Engineer, GTM & AI Strategy

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Toast is looking for a hands-on Staff Software Engineer to join the GTM & AI Strategy Engineering team. In this role, you will be a primary builder of 0-to-1 tools designed to revolutionize how our sales teams operate. This isn't about maintaining legacy systems; it’s about writing the code and building the intelligence models that eliminate friction across the Go-To-Market stack. As a technical lead, you will be responsible for building and productionizing agentic workflows and RAG pipelines to automate sales processes. You will integrate AI services into the tech stack while maintaining rigorous standards for observability and performance monitoring. A day in the life (Responsibilities) Hands-on Execution: Spend the majority of your time "hands-on-keyboard", architecting and coding high-performance backend services and ML pipelines. • 0-to-1 Development: Build and prototype new internal products from scratch that leverage LLMs and Agentic AI to automate account research, lead prioritization, and complex quoting logic. • Infrastructure Integration: 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. • Technical Problem Solving: Act as a key executor to solve complex synchronization and architectural challenges across the GTM stack, ensuring systems are scalable and resilient. • Build Great Products: Deliver significant core capabilities that have broad impact; take high-level goals and turn them into sequenced, production-ready code. • Problem Solve: Anticipate shifts in product needs and build flexible, decoupled backend systems that can evolve with our AI strategy. • Deliver Quality: Ensure the reliability of GTM tools by building deep observability into every service you ship. What you'll need to thrive (Requirements) • Deep Backend Expertise: Extensive experience in backend languages (Java, Go, Python) with a track record of building complex, distributed systems. • Applied AI/ML Skills: Practical, hands-on experience building LLM agents in a production environment. • Systems Architecture: Ability to implement event-driven architectures and manage data flow across disparate systems with high integrity. • Education: Bachelor’s or Master’s degree in Computer Science, or a related technical Field. What will help you stand out (Nonessential Skills/Nice to Haves) • 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. AI at Toast At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. Our Total Rewards Philosophy We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.