Senior AI Engineer

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 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.

What You’ll Own

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

Who You Are

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

Experience

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

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.

• Wellness benefits starting on your first day

Our Values

• Fearless - Inspire and break down seemingly impossible walls

• Fast - Launch fast with excellence; iterate to perfection

• Lovable - Deliver happiness and 11-star experiences

• Owners - Execute and run the business with ownership

• Win-win - Create mutual value and earn trust for life

• Inclusive - Scale the best ideas with inclusive teams