Staff Software Engineer, Developer Experience

Remote · 8+ years experience · Remote · Posted Oct 13, 2026

At a glance

We're looking for a Staff Software Engineer to set the technical direction for how Toast engineers build software.
You'll pick the highest-leverage problems in the developer workflow, design solutions that work across hundreds of services and many teams, and stay hands-on while you build them.
AI is quickly changing what developer tooling can do, and you'll help define what an AI-native developer experience looks like at Toast.

Set technical direction and long-term architecture across Developer Experience's areas: local development, build tooling, shared libraries, and the developer portal.
Oversee the architecture of the testing frameworks and core libraries used for developing web services.
Stay hands-on: design, build, and ship the highest leverage and most cross-cutting parts of the platform yourself.
Collaborate with Product using data and direct engineer feedback to find the biggest sources of friction in the developer workflow, and help turn them into a prioritized, measurable roadmap.
Design self-service golden paths and paved roads that let product teams create and evolve services with minimal friction or hand-holding.
Drive technical alignment with partner teams in areas like AI, CICD and Cloud Infrastructure so the end-to-end developer journey feels like one cohesive experience.
Partner with customer-facing teams to align developer platform solutions with customer and business needs.
Raise the bar across the team through design reviews, mentorship, and code-pairing, and by growing other engineers into technical leaders.

8+ years of professional software engineering experience.
Deep expertise in at least one general-purpose language (e.g. Kotlin, Java, Go, or TypeScript) and comfort working across several.
Strong experience with build systems and dependency management at scale (e.g. Gradle, Maven, npm), including managing software migrations across hundreds of services.
A track record of leading technical initiatives across multiple teams, from defining the problem through design, delivery, and adoption.
Experience designing developer-facing products such as CLIs, SDKs, shared libraries, testing frameworks, or portals, with a focus on usability and adoption.
Hands-on experience with, and strong opinions about, AI-assisted development tools and agentic development practices.
Strong communication skills, including writing clear technical strategy and design documents and influencing without authority.
Deep empathy for engineers as customers, and a habit of measuring outcomes rather than shipping features.

Experience with internal developer portals or service catalogs (e.g. Backstage).
Experience building or integrating LLM-powered developer tools, coding agents, or MCP servers.
Experience with containerized or cloud-based development environments (e.g. Dev Containers, Docker, Kubernetes, AWS ECS).
Experience defining and instrumenting developer productivity metrics (e.g. DORA, SPACE, build and test analytics).

Remote in the US, with hybrid options available in Boston, New York, and San Francisco.