Staff Software Engineer, GTM & AI Strategy

OpenKrill; United States; On-site; USD 151,000 - 309,000; Full time

Job summary

Toast is seeking a hands-on Staff Software Engineer to join the GTM & AI Strategy Engineering team. You will build 0-to-1 tools and intelligent models to streamline sales processes, from account research to quoting, while ensuring observability and performance across the stack.

As a technical lead, you’ll productionize agentic workflows and RAG pipelines, integrate AI services, and maintain high standards for reliability.

Qualifications

• Extensive experience in backend languages (Java, Go, Python) building distributed systems.
• Hands-on AI/ML experience with production LLM agents.
• Ability to implement event-driven architectures and manage data flows across systems.
• Bachelor’s or Master’s degree in CS or related field.

Responsibilities

• Architect and code high-performance backend services and ML pipelines.
• Prototype new internal products leveraging LLMs to automate research, lead prioritization, and quoting logic.
• Integrate backend with Salesforce and internal data lakes for low-latency end-to-end experiences.
• Ensure observability and performance monitoring across the GTM stack.
• Deliver production-ready, decoupled backend systems that scale with AI strategy.

Skills

Backend languages

AI/ML skills

Event-driven architecture

Distributed systems

Education

Bachelor’s or Master’s in CS

Tools

SageMaker

Lambda

SQS

Job description

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

Our Total Rewards PhilosophyWe 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.com/toast-benefits.

The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.

Zone A$193,000-$309,000 USD

Zone B$168,000-$269,000 USD

Zone C$151,000-$242,000 USD

How Toast Uses AI in its Hiring Process

Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring

Our Approach to Hybrid Working

We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast

People Are the Secret Ingredient in Our Recipe for Success

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other.

Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact [e-mail].

For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.