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