Staff AI Engineer

About the role

About Us

Fieldguide is establishing a new state of trust for global commerce and capital markets by automating and streamlining the work of assurance and audit practitioners—specifically in cybersecurity, privacy, and financial audits. We build software for the people who enable trust between businesses.

We're based in San Francisco, CA, and built remote-first. We're backed by Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, and more. Over 50 of the top 100 accounting and consulting firms trust Fieldguide to power mission-critical work.

About the Role

Fieldguide is building AI agents for the most complex audit and advisory workflows. As a Staff AI Engineer, you'll shape the technical direction of our intelligence layer—defining the architecture, standards, and roadmap that enable Fieldguide to build the most reliable AI agents in the enterprise.

This role is for experienced engineers who combine deep technical judgment with strong product instincts and organizational influence. You'll operate across the engineering organization to drive impact that compounds over time.

What You’ll Own

Define and Drive Technical Direction

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Set the architectural direction for Fieldguide's agentic systems and intelligence layer

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Identify and resolve systemic gaps that limit reliability, scalability, or product velocity

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Make high-leverage technical bets and drive them to completion across the organization

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Establish evaluation standards, observability infrastructure, and reliability frameworks at scale

Build and Ship High-Impact Systems

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Own the most complex, cross-cutting product areas end-to-end

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Design agent orchestration and retrieval systems that handle enterprise-grade complexity

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Lead the evolution of Fieldguide's LLM infrastructure: models, prompts, guardrails, and feedback loops

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Prototype, validate, and harden novel approaches before sharing with the broader team

Drive Organizational Leverage

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Partner with Engineering leadership, Product, and Design to shape the AI roadmap

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Create reusable platforms, patterns, and tooling that multiply team velocity across the org

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Identify and develop the next generation of senior engineers

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Translate long-term product vision into concrete technical strategies

Represent and Advance the Field

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Stay at the frontier of LLM and agent research; rapidly evaluate and adopt what matters

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Build internal knowledge and shared understanding of AI system design

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Contribute to Fieldguide's reputation as a technical leader in vertical AI