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