AI Engineer (All Levels)

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. Put simply, we build software for the people who enable trust between businesses.

We’re based in San Francisco, CA, and built remote-first so you can do your best work from anywhere. We’re backed by top investors, including Growth Equity at Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, DNX Ventures, Global Founders Capital, Justin Kan, Elad Gil, and more.

We value diversity—in backgrounds and experiences—and we want teammates from all walks of life to help build the future of audit and advisory. Our team is inclusive, driven, humble, and supportive. We’re intentional about the culture we’re building, and we look for people who are exceptional in their craft and committed to helping others grow.

As an early-stage startup employee, you’ll help shape the future of business trust. We make audit practitioners’ lives easier by consolidating up to 50% of their work and improving work-life balance. If you’re excited to build a great product and an even better culture, you’ll feel at home at Fieldguide.

About the Role

Fieldguide is building AI agents for the most complex audit and advisory workflows. We’re a San Francisco-based vertical AI company operating in a $100B+ market undergoing rapid transformation. Over 50 of the top 100 accounting and consulting firms trust Fieldguide to power mission-critical work.

We’re backed by Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, Elad Gil, and other top-tier investors.

As an AI Engineer, you’ll build Fieldguide’s intelligence layer—agentic workflows, architectures, and evaluation systems that power enterprise-grade agents. You’ll operate at the intersection of product engineering, applied AI, and production systems.

We’re hiring across levels and calibrate seniority during interviews based on your background and what you want to own. This role is for engineers who value in-person collaboration in our San Francisco, CA office.

What You’ll Own

Build and ship AI agents

• Build agentic systems that automate and augment complex audit workflows

• Turn customer problems into concrete agent behaviors and workflows

• Orchestrate LLMs, tools, retrieval, and logic into reliable agent experiences

• Own agents in production, including reliability, performance, and observability

Execute with AI-native leverage

• Use AI to accelerate how you design, build, test, and iterate

• Prototype quickly, then harden systems for enterprise-grade reliability

• Build evaluations, feedback loops, and guardrails to improve agents over time

• Design prompts, retrieval pipelines, and orchestration that perform at scale

Drive product impact

• Make clear trade-offs on what to build, cut, or skip

• 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 progress without waiting for direction

Own large product areas

• Take end-to-end ownership of meaningful product areas—not just narrow tasks

• Increase team velocity with reusable abstractions, tools, and patterns

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:

• Several years shipping production software in complex, real-world systems

• Experience with TypeScript, React, 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, etc.) and agent frameworks

• Comfort operating in ambiguity and taking responsibility for outcomes

• Empathy for professional-grade, mission-critical software (audit/accounting workflow experience not required)

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.

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