Staff Software Engineer, AI Developer Tooling

Sentry Sentry · Enterprise · San Francisco, CA · Engineering

Staff Software Engineer to own the AI-assisted coding domain within Platform Engineering, focusing on integrating AI coding agents into Sentry's software development lifecycle. This role involves making internal systems API-ready for agents, building harness tooling and context systems for high-quality pull requests, and automating engineering tasks.

What you'd actually do

  1. Audit Sentry’s internal developer systems and make them API-ready for AI agents. 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.
  2. 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.
  3. Automate high-volume, low-priority engineering work: security dependency upgrades, minor bug fixes, and routine maintenance, so engineers can focus on higher-value work.
  4. Design and build internal tools that make engineering more effective: productivity dashboards, AI-assisted issue triage, CI/CD optimizations, and tooling that reduces toil.
  5. Identify and remove organizational friction. 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.

Skills

Required

  • 10+ years of software engineering experience
  • Experience building tools or workflows that improve how developers or AI agents work
  • Strong software and system design fundamentals
  • Genuine curiosity and hands-on experience with AI coding tools and agents
  • Excellent written and verbal communication
  • A 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 the JD emphasized

  • AI coding agents
  • internal systems
  • API-ready
  • harness tooling
  • context systems
  • pull requests
  • automated pre-review checks
  • PR quality measurement
  • AI-assisted issue triage
  • AI coding tools and agents
  • AI harness tooling
  • AI-first coding workflows

Other signals

  • AI coding agents
  • internal systems API-ready
  • harness tooling
  • context engineering
  • pull requests