engineering
Posted Jun 4Staff Software Engineer, AI Developer Tooling
at Sentry
San Francisco, United StatesRemote
Responsibilities
- - Build the harness tooling, context systems, and feedback loops that help agents generate high-quality, repository-aware pull requests, including automated pre-review checks and PR quality measurement tailored to Sentry’s codebase.
- - Automate high-volume, low-priority engineering work: security dependency upgrades, minor bug fixes, and routine maintenance, so engineers can focus on higher-value work.
- - Design and build internal tools that make engineering more effective: productivity dashboards, AI-assisted issue triage, CI/CD optimizations, and tooling that reduces toil.
- Use data and direct observation to find where engineering is slowing down, recommend solutions to senior leadership, and build cross-team buy-in for changes.
Requirements
- Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future.
- Instead, you’ll sit within Platform Engineering, own the AI-assisted coding domain, and work across all of engineering at Sentry, focused specifically on how AI coding agents participate in our software development lifecycle.
- For AI coding agents to work well in our repo, the internal systems they depend on need to be accessible via API, not locked behind UIs that require human interaction.
- From there, the scope expands to improving the quality of AI-generated pull requests and automating the engineering work that’s important but consistently deprioritized.
- WHAT YOU’LL DO - Audit Sentry’s internal developer systems and make them API-ready for AI agents.
- YOU’LL LOVE THIS JOB IF YOU… - You’re passionate about AI coding tools and curious about how to make them better.
- You follow the space closely, have opinions about what works, and want to be at the frontier of how AI participates in real-world software development. - You’re high agency.
- Experience building tools or workflows that improve how developers or AI agents work.
- This could be CI/CD or dev infra experience, or it could be AI harness tooling, AI-first coding workflows, or public contributions in this space.
- We’re open to a range of backgrounds. - Strong software and system design fundamentals. - Genuine curiosity and hands-on
- experience with AI coding tools and agents. Prior machine learning
- Experience with large-scale distributed systems or monolith decomposition (nice to have). - Prior work on developer
- experience or engineering productivity programs (nice to have). - Familiarity with code review tooling, static analysis, or automated PR pipelines (nice to have).
Experience
- QUALIFICATIONS - 10+ years of software engineering experience. -
Benefits
- The base salary range that Sentry reasonably expects to pay for this position is $240,000 to $300,000.
- A successful candidate’s actual base salary amount will be determined by a variety of relevant factors including, without limitation, the candidate’s work location, education, work and other relevant experience, skills, and job-related knowledge.
- A successful candidate will be eligible to participate in Sentry’s employee benefit plans/programs applicable to the candidate’s position (including incentive compensation, equity grants, paid time off, and group health insurance coverage). See Sentry
Additional details
- ABOUT SENTRY 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.
- ABOUT THE ROLE This isn’t a typical engineering role.
- You won’t be embedded in a single product team or siloed in one product area.
- Right now, many of those systems aren’t agent-ready.
- You’ll audit and prioritize that gap, expose those systems programmatically, and build the connections that let tools like Claude Code operate on them end-to-end.
- You will look from context engineering standpoint to see what to send to our model; you will look from harness engineering standpoint to see the tools it can use, the permissions it has, the state it carries forward, the tests it has to pass, the logs you capture, the retries, checkpoints, guardrails, and evals.
- You’ll work closely with the dev infrastructure team as your home base, then collaborate across every product team coding in our repo once the tooling foundation is in place.
- It’s a broad role with real impact, and the work you do will directly change how Sentry engineers ship software.
- You’ll prioritize and drive the work of exposing those systems programmatically, and build the connections that allow agents to operate on them end-to-end.