Software Engineer, AI Developer Tooling

Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building.

Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future.

You’ll own AI-assisted coding within Sentry’s Platform Engineering organization, building the systems and workflows AI coding agents need to contribute reliably to our codebase. Your work will span engineering teams, with Developer Infrastructure as your home base.

Your first focus will be making internal developer systems accessible to agents. Many workflows currently depend on human interaction through a UI. You’ll identify the most valuable gaps, expose those capabilities through APIs, and connect tools such as Claude Code to complete development workflows.

From there, you’ll improve the quality of AI-generated pull requests and automate recurring engineering work, including dependency upgrades, minor bug fixes, and maintenance. You’ll build the context and execution environment agents need: relevant repository information, tools and permissions, state management, tests, logs, recovery mechanisms, and evaluations.

You’ll partner with engineers across Sentry to understand where agents succeed, where they fail, and which changes improve the development process. This role combines technical direction with hands‑on implementation, from choosing the problems to solve through building, measuring, and improving the solutions.

This role is based in San Francisco, with three days per week in the office to work closely with Platform teams and engineering leadership.

Set priorities for AI-assisted development at Sentry, using engineer feedback and workflow data to identify where agents would provide the most value.

Make internal developer systems accessible through APIs and build integrations enabling agents to complete workflows across those systems.

Build context systems and agent execution tooling, including tool access, permissions, checkpoints, retries, and logging.

Develop automated checks, evaluations, and feedback loops to improve the correctness, maintainability, and review readiness of AI-generated pull requests.

Automate recurring work such as security dependency upgrades, minor bug fixes, and routine maintenance.

Improve supporting developer workflows, including issue triage and CI/CD, where they limit agent effectiveness or create repetitive work for engineers.

Lead changes across engineering teams, build agreement on priorities, and measure whether the tools reduce manual work and improve delivery.

You’ve used AI coding agents on real development work and have informed views on their strengths, limitations, and failure modes.

You bring structure to ambiguous problems, choose a practical starting point, and follow through on delivery.

You move comfortably between infrastructure, backend systems, and developer tooling.

You know when to build, integrate an existing tool, involve another team, or stop work with limited value.

You combine data with direct feedback from engineers to assess whether a solution improves their work.

You explain technical tradeoffs clearly and build alignment across teams and senior leadership.

10+ years of software engineering experience, including hands‑on ownership of production systems.

Experience building developer tools, infrastructure, or automation used by engineering teams, such as CI/CD systems, internal APIs, code review tooling, or agent workflows.

Hands‑on experience using AI coding tools and agents, with an understanding…