Jobs · Engineering · Massachusetts

Staff Software Engineer - AI DevEx

Compass · Boston, MA · 1 wk ago
Engineering$205k–$228k/yrFull-time

Responsibilities

  • Define the technical direction for Developer Intelligence systems across the SDLC, including engineering telemetry, observability, and AI-assisted developer tooling.
  • Identify systemic engineering inefficiencies by analyzing developer workflows, operational signals, and SDLC feedback loops, then translate those findings into scalable platform capabilities.
  • Architect systems that collect, correlate, and operationalize data from CI/CD pipelines, source control, testing infrastructure, production systems, and developer workflows.
  • Build AI-assisted capabilities across the SDLC, including code generation, code review, software validation, production troubleshooting, and workflow automation.
  • Lead large cross-functional initiatives by aligning teams, driving architectural direction, and decomposing ambiguous problems into scalable execution plans.
  • Identify and eliminate systemic bottlenecks impacting engineering velocity, reliability, operational efficiency, and developer experience.
  • Mentor engineers, raise technical standards, and contribute to a strong engineering culture through design leadership and high-quality code review practices.

Requirements

  • BS or higher in Computer Science, Software Engineering, or equivalent practical experience.
  • 10+ years of professional software development experience, with a proven track record of leading large-scale technical initiatives.
  • Strong experience designing, scaling, or operating data pipelines, telemetry systems, large-scale observability infrastructure, or developer metrics frameworks (e.g., tracking DORA or SPACE metrics).
  • Hands-on professional experience integrating AI tools & capabilities into software engineering, automated workflows, or system triaging tools.
  • Experience designing and operating platform systems on major cloud infrastructures (AWS, GCP, or Azure).
  • Experience modernizing legacy systems, consolidating fragmented tooling, and driving platform standardization across multiple engineering teams.
  • Strong track record of technical leadership, organizational influence, and cross-functional execution.
  • Proficiency in Go and professional experience in one or more of the following: Java, Python, or TypeScript.

Qualifications

  • Deep familiarity with core SDLC infrastructure - including practical experience with or exposure to build systems, local development environments, testing infrastructure, or CI/CD pipelines.
  • Experience driving platform adoption or data consolidation across an engineering organization of 1,000+ developers.
  • A strong track record of building tools for developers - intimately understanding internal customer pain points and translating feedback into reliable platform capabilities.

Benefits

  • Full range of benefits including medical, dental, vision, and life insurance.
  • Paid vacation, holidays, sick time, parental leave, and recharge leave.
  • Flexible spending accounts (FSAs).
  • Commuter program.
  • Life and disability insurance.
  • Employee Assistance Program.
  • Pet insurance.

Perks

  • Incentive programs (cash, equity, or commissions).
  • UrbanSitter (caregiver referral network).
  • Carrot (fertility benefits).
  • Maven (support system for new parents).
  • Professional growth opportunities.

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