Sentry

Technology

StaffSoftwareEngineer,AIDeveloperTooling

$240–320k San Francisco, California, United States FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“Staff Software Engineer, AI Developer Tooling at Sentry. Skills: AI Developer Tooling, Platform Engineering, Software Development Lifecycle. Audit internal developer systems. Make systems API-ready for AI agents”

What You'll Achieve.

Improve AI-generated pull requests; Automate engineering work; Make engineering more effective; Reduce toil

Industry & Context.

Technology
Problems you'll solve

Pattern-match quickly; Technical decisions

What They're Looking For.

Must Have

10+ years software engineering experience, Experience building tools or workflows for developers or AI agents, Software and system design fundamentals, Genuine curiosity and hands-on experience with AI coding tools and agents, Excellent written and verbal communication, Track record of driving cross-team technical initiatives to completion

Nice to Have

Experience with large-scale distributed systems or monolith decomposition, Prior work on developer experience or engineering productivity programs, Familiarity with code review tooling, static analysis, or automated PR pipelines

What You'll Do.

Audit internal developer systems

Make systems API-ready for AI agents

Prioritize exposing systems programmatically

Build connections for AI agents

Build harness tooling

Build context systems

Generate high-quality pull requests

Automate security dependency upgrades

Automate minor bug fixes

Automate routine maintenance

Design internal tools

Build productivity dashboards

Build AI-assisted issue triage

Build CI/CD optimizations

Build tooling that reduces toil

Identify organizational friction

Remove organizational friction

Recommend solutions to leadership

Build cross-team buy-in

How You'll Work.

Team & Collaboration

Dev infrastructure team; Across product teams; Cross-team initiatives

Communication Scope

Present recommendations; Build buy-in

Process & Methodology

Prioritize work, Structure work

Full Job Description

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. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. 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. 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. 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. 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. 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. WHAT YOU’LL DO - Audit Sentry’s internal developer systems and make them API-ready for AI agents. You’ll prioritize and drive the work of

Free ATS check

Applying for this Staff Software Engineer, AI Developer Tooling role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Ashby

  • Ashby is a fast modern ATS — most applications take under 3 minutes.
  • The resume parser is strong; verify parsed experience dates and job titles.
  • Custom screening questions are often scored algorithmically — answer completely.
  • Location field affects geo-based screening; use your actual metro area.

ANONYMOUS · UNFILTERED

What do employees actually say about Sentry?

Real rants from real employees. Read before you apply.

Read Company Rants →