Staff Software Engineer, GTM AI Engineering

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

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview As a Staff or Senior Staff Software Engineer on the Product Engineering team at Harvey, you will own and lead engineering projects that span multiple Product Engineering teams and product lines. You'll work closely with our AI, Legal, and GTM teams to build secure systems that deliver value to our customers. Product Engineering covers a lot of ground, and we're looking for engineers across multiple domains — backend, full stack, and AI. We want people who have built great products across consumer, enterprise, and everything in between, and who are excited about building the future of application layer and genAI products. You'll build both the surfaces where lawyers meet Harvey — web, mobile, and embedded experiences in Word, Outlook, and Slack — and the agentic capabil

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview As a Staff or Senior Staff Software Engineer on the Product Engineering team at Harvey, you will own and lead engineering projects that span multiple Product Engineering teams and product lines. You'll work closely with our AI, Legal, and GTM teams to build secure systems that deliver value to our customers. Product Engineering covers a lot of ground, and we're looking for engineers across multiple domains — backend, full stack, and AI. We want people who have built great products across consumer, enterprise, and everything in between, and who are excited about building the future of application layer and genAI products. You'll build both the surfaces where lawyers meet Harvey — web, mobile, and embedded experiences in Word, Outlook, and Slack — and the agentic capabil

About Outreach Outreach, founded in 2014, is the only complete agentic AI platform for revenue teams. Outreach infuses agentic AI, conversation intelligence, and assistive AI to power hundreds of use cases across revenue motions. From new logo prospecting to expansions, deal acceleration, driving retention, and forecasting, Outreach AI automates workflows and frees sellers to focus on more strategic conversations and actions. Revenue leaders benefit from connected account visibility, performance insights, and higher forecasting accuracy across every GTM team. World leading enterprise organizations use Outreach to power their revenue teams, including Databricks, SAP, Siemens, and Verizon to name a few. The Role Join a small, high impact engineering team building the core Identity and Access Management platform that powers authentication, authorization, and security across our entire product surface. We design and operate the services behind login, service to service authentication, account protection, token management, SCIM provisioning, team management, OAuth integrations, and more. Our work sits on the critical path for every customer interaction, and we obsess over reliability, correctness, performance, and user trust. In this role, you'll work on a team quickly moving towards AI native development and take end to end. You’ll collaborate daily with engineers, Product, and Security to ship secure, scalable, resilient capabilities that enable customers to manage access safely and flexibly. You’ll dive deep into hard technical problems, rapidly learn new domains, and raise the engineering bar through curiosity and strong technical judgment. We’re looking for someone who thrives in high ownership environments, delivers results, and brings energy and craftsmanship to core platform engineering. If you love solving fundamental identity and security challenges at scale, you’ll feel right at home. Our Vision of You: 8+ years of professional software develo

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Gusto Solo is the all-in-one platform solopreneurs (and their accountants) run their whole business on. We're looking for a Staff Software Engineer to help build the next chapter of Solo. You'll work in a tight, high-leverage funnel where your work maps directly to top-line revenue, and you'll help build an AI-native product. We're looking for an owner, not just an executor: someone with a strong product mindset who spots the problem, drives the change, and sees it through end to end. We're a small, scrappy, fast-moving team, so we're looking for someone who likes wearing many hats. If you want to weigh in on product, design, or GTM along the way, there's real room for that here. About the Team: Self-employed businesses are one of the fastest-growing segments of small business, and Gusto is betting on making Solo the true all-in-one platform for solopreneurs. This is a fully funded, high-performing team: a small group of engineers and an Engineering Manager, plus a dedicated Data Scientist, Designer, and GTM partner with room to grow based on r

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview As a Backend Software Engineer on the Product Engineering team at Harvey, you will own and lead engineering projects across our various product lines. You will work closely with our AI, Legal, and GTM teams to build secure systems that deliver value to our customers. We are looking for individuals who have worked across the stack on incredible products across consumer, enterprise, and various industries and who are excited about building the future of application layer and genAI products. We use an in-person work model and offer relocation assistance to new employees. What You'll Do Retrieval over peta-byte scale documents Organizational-level interfaces to collaborate with AI Managing dedicated GPU capacity across 5+ regions 1000-step planning agents that help take co