Senior AI Engineer
External
Fieldguide · San Francisco, CAPrepare for this interview
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About the role
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. Fieldguide is building AI agents for the most complex audit and advisory workflows. As a Senior AI Engineer, you'll own meaningful product areas end-to-end-designing agentic architectures, building evaluation systems, and shipping agents that professionals trust with mission-critical work. This role is for engineers who have shipped LLM-powered features in production and are ready to take the lead on complex systems while mentoring those around them.
Responsibilities
- Build and Ship AI Agents
- Design and build agentic systems that automate complex audit workflows end-to-end
- Translate customer problems into concrete agent behaviors and orchestration logic
- Orchestrate LLMs, tools, retrieval, and business logic into reliable, production-grade agent experiences
- Own agents across their lifecycle: delivery, reliability, performance, and observability
- Execute with AI-Native Leverage
- Use AI to accelerate design, build, test, and iteration cycles
- Prototype quickly, then harden systems for enterprise-grade reliability
- Build evaluation frameworks, feedback loops, and guardrails to improve agents over time
- Design prompts, retrieval pipelines, and orchestration logic that perform at scale
- Drive Product Impact
- Make clear trade-offs on what to build, cut, or skip based on customer value
- Partner with Product and Design to define capabilities that deliver real outcomes
- Stay close to customer workflows and optimize for highest-impact problems
- Identify capability gaps and unblock team progress proactively
- Mentor and Multiply the Team
- Raise the quality bar through code review, design feedback, and pairing
- Create reusable abstractions, patterns, and tooling that increase team velocity
- Share learnings across the team and establish engineering best practices
Requirements
- You're a strong software engineer who's built your skills for an AI-native world. These principles resonate with you:
- Bias to building: You move fast and resolve uncertainty by shipping
- AI-native instincts: You treat LLMs, agents, and automation as core building blocks
- Strong product judgment: You decide what matters and why-not just how to implement it
- Learning velocity: You learn quickly from feedback and adjust based on data
- Grounded optimism: You improve what's broken today and push toward what's possible next
- End-to-end ownership: You understand production systems and own outcomes
- We care more about capability and trajectory than years on a resume, but most strong candidates have:
- 3-6+ years shipping production software in complex, real-world systems
- Strong command of TypeScript, Python, and Postgres
- Shipped LLM-powered features serving real production traffic
- Built retrieval pipelines and agent orchestration systems
- Implemented evaluation frameworks for model outputs and agent behavior
- Worked with vector databases, embedding models, and RAG architectures
- Hands-on experience with modern LLM APIs (OpenAI, Gemini, Anthropic) and agent frameworks
- Comfortable operating in ambiguity and taking responsibility for outcomes
- What Should Excite You
- Enterprise-grade reliability: Building systems professionals depend on
- Human-in-the-loop design: Knowing when to automate vs. when to surface decisions
- Nuanced evaluation: Audits require judgment, so feedback structures matter
- Explainability: Making AI outputs and reasoning transparent and trustworthy
- Complex domains: Navigating compliance and enterprise rigor while moving fast
- Shipping daily value: Delivering agent experiences customers use every day
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