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Staff Software Engineer, Go-to-Market Systems & AI

Block (Square) · Bay Area, CA, United States of America

unknownstaff$263,600–$263,600Posted Aug 31, 2026GoAI agentsautomationworkflowsCRM integrations

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About this role

## Staff Software Engineer — Go-to-Market Systems & AI ### About the role The Go-to-Market Engineering team builds the systems, automations, and AI-powered experiences that help sales teams spend less time on manual work and more time serving customers. As a **Staff Software Engineer**, you’ll be the technical owner of the go-to-market technology stack—setting its architecture and long-term direction while leading engineers through complex, high-impact sales problems. You’ll partner with **Sales, Sales Strategy & Operations, Product, Data, and Engineering leaders** to deliver reliable, scalable solutions that improve sales productivity and business performance. ### You will - Own the technical strategy, architecture, and long-term evolution of the go-to-market technology stack. - Design, build, and operate production-grade **AI agents** and automated workflows that reduce manual sales work, improve decision-making, and give time back to sales teams. - Lead technical execution across initiatives by setting direction, breaking down complex problems, reviewing designs, and helping engineers deliver high-quality solutions. - Remain hands-on across the software lifecycle—from prototyping and architecture through implementation, testing, deployment, and production operations. - Partner with Sales and Sales Strategy & Operations to understand workflows, identify high-value opportunities, and translate business problems into scalable technical solutions. - Establish patterns, evaluation methods, and guardrails to build AI systems that are **reliable, observable, secure, and safe** to use with sensitive business data. - Define success measures and use data, evaluations, and user feedback to improve accuracy, adoption, and business impact. - Make thoughtful build-versus-buy decisions and guide integrations across internal platforms and customer relationship management systems.

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