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Staff AI Engineer

Fieldguide· Engineering
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Hybrid (San Francisco, CA)$240k - $310kFull-timePosted 6mo ago

About the role

Staff AI Engineer responsible for defining technical direction and building enterprise-grade AI agent systems and LLM infrastructure for Fieldguide’s audit-focused AI platform.

Responsibilities

  • Define and Drive Technical Direction: Set architectural direction for agentic systems and intelligence layer; identify and resolve reliability/scalability gaps; make high-leverage technical bets; establish evaluation standards and observability/reliability frameworks at scale.
  • Build and Ship High-Impact Systems: Own complex cross-cutting product areas; design agent orchestration and retrieval systems; lead evolution of LLM infrastructure (models, prompts, guardrails, feedback loops); prototype and harden novel approaches.
  • Drive Organizational Leverage: Partner with Engineering leadership, Product, and Design to shape AI roadmap; create reusable platforms and tooling; identify and develop next generation of senior engineers; translate long-term vision into concrete technical strategies.
  • Represent and Advance the Field: Stay at AI frontier; evaluate and adopt relevant advances; build internal knowledge; contribute to Fieldguide’s reputation as a technical AI leader.

Qualifications

  • 8+ years shipping production software, with 3+ years leading complex AI/ML systems
  • Deep expertise in TypeScript, Python, and distributed system design
  • Proven track record shipping LLM-powered products at enterprise scale
  • Experience defining evaluation infrastructure and reliability standards for AI systems
  • Mastery of retrieval architectures, RAG, vector databases, and embedding pipelines
  • Hands-on with cutting-edge LLM APIs and agent frameworks (OpenAI, Anthropic, Gemini, LangGraph, etc.)
  • Experience influencing technical direction across multiple teams or product areas
  • Track record mentoring senior engineers and growing engineering culture

Skills

Required:Architectural directionLLM infrastructureAgent orchestration and retrieval systemsRetrieval architectures / RAG / vector databases

Benefits

  • Competitive compensation with equity
  • Comprehensive health and wellness benefits
  • Flexible time off and work schedules
  • Technology reimbursements
  • 401(k) plan
  • Twice-yearly in-person offsites across the U.S.
Last updated Oct 7, 2026. Interested? Apply on the company site.
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About Fieldguide

Vertical AI for Audit & Advisory Firms

‍Fieldguide is a vertical AI platform for modern assurance and advisory firms that digitizes the end-to-end engagement workflow on a single platform. Built by former Big Four practitioners and experienced technology leaders, Fieldguide is trusted by top CPA firms to improve margins, win new business, and build stronger client relationships. We’re based in San Francisco, CA, but built as a remote-first company that enables you to do your best work from anywhere. We're backed by top investors including Bessemer Venture Partners, 8VC, Y Combinator, Floodgate, Elad Gil, Justin Kan, Qasar Younis, Eric Ries, and more.

artificial-intelligenceb2bworkflow-automationproductivity
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