Staff Software Engineer (Developer Experience)

Join Toast as a Staff Software Engineer, where you'll set the technical direction for developer experience and design solutions that work across hundreds of services and teams. You'll stay hands-on while building and help define an AI-native developer experience.

• Set the technical direction for how Toast engineers build software, focusing on high-leverage problems in the developer workflow.
• Design and oversee the architecture of the testing frameworks and core libraries used for developing web services.
• Collaborate with Product and partner teams to find and prioritize the biggest sources of friction in the developer workflow.

• Strong experience with build systems and dependency management at scale (e.g. Gradle, Maven, npm), including managing software migrations across hundreds of services
• Deep expertise in at least one general-purpose language (e.g. Kotlin, Java, Go, or TypeScript) and comfort working across several
• 8+ years of professional software engineering experience
• Deep empathy for engineers as customers, and a habit of measuring outcomes rather than shipping features
• A track record of leading technical initiatives across multiple teams, from defining the problem through design, delivery, and adoption
• Strong communication skills, including writing clear technical strategy and design documents and influencing without authority
• Hands-on experience with, and strong opinions about, AI-assisted development tools and agentic development practices
• Experience designing developer-facing products such as CLIs, SDKs, shared libraries, testing frameworks, or portals, with a focus on usability and adoption
• Experience building or integrating LLM-powered developer tools, coding agents, or MCP servers
• Experience with internal developer portals or service catalogs (e.g. Backstage)
• Experience defining and instrumenting developer productivity metrics (e.g. DORA, SPACE, build and test analytics)
• Experience with containerized or cloud-based development environments (e.g. Dev Containers, Docker, Kubernetes, AWS ECS)