---
title: 'Senior AI Engineer at Fieldguide'
canonical: 'https://feeny.ai/job/senior-ai-engineer-fieldguide-san-francisco-dzaa3c010fd0'
type: 'job'
last_seen: '2026-09-07'
---

# Senior AI Engineer at Fieldguide

- **Company:** Fieldguide
- **Location:** San Francisco, CA
- **Compensation:** $190k–$255k
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-05-04
- **Last confirmed live:** 2026-09-07
- **Apply:** https://jobs.ashbyhq.com/fieldguide/870d0182-45c8-47a9-b51d-e1c20877ae09

## Job description

## 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

## About Fieldguide

## Company Overview
- **One-liner**: Fieldguide is an AI-native platform that automates audit and advisory engagements for professional services firms, replacing manual workflows with agentic AI and collaborative tools.
- **Entity Type**: Private (Series C, $125.3M total funding)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2020
- **Founders**: Jin Chang (CEO/Co-Founder) and Chris Szymansky (CTO/Co-Founder)

## Core Business
- **Primary Industry**: Vertical AI for Audit & Advisory (Regulatory Compliance, Risk Advisory, Financial Audit, SOC Readiness, IT Audit, Cybersecurity & Privacy, ESG)
- **Target Customers**: B2B — Audit and advisory practices (CPA firms, risk advisory firms, internal audit teams) ranging from top 100 firms to regional practices. Clients include KPMG, RSM US LLP, Baker Tilly, BDO, Grant Thornton, Forvis Mazars, CLA, CohnReznick, and many others.
- **Mission/Purpose**: "Increase trust in commerce and capital markets" by amplifying the assurance and advisory engagement experience through automation and AI.

## Products & Services
- **Fieldguide AI Platform**: The core end-to-end engagement management platform where practitioners and AI agents work together. Covers planning, testing, evidence review, reporting, and client collaboration.
- **Field Agents (Agentic AI)**: Purpose-built AI agents that automate end-to-end test procedures — validating evidence, summarizing results, and flagging exceptions. Includes Testing Agents, Substantive Testing Agents, Request Agents, and Agentic Chat.
- **AI Actions**: Handles recurring tasks across entire workpapers (drafting walkthroughs, suggesting test plans).
- **Client Hub**: Automated modern request management with a client-facing portal.
- **Reporting Automation**: One-click collaborative report generation.
- **Document Management**: Enterprise-grade workpaper management.
- **End-to-End Engagement Management**: Centralized platform for planning, execution, and delivery across every practice area and methodology.

## Market Standing
- **Valuation**: Not disclosed (last round: Series C, $75M, announced February 2026)
- **Total Funding**: $125.3M (8 rounds)
- **Key Metric**: Annual Revenue of $7.5M (156 employees)
- **Notable Investors**: Growth Equity at Goldman Sachs Alternatives (lead, Series C), Bessemer Venture Partners, 8VC, Thomson Reuters, Y Combinator, Floodgate, Elad Gil, Justin Kan, Qasar Younis, Eric Ries. Corporate investment from KPMG (2025).
- **Growth Signals**: 64.5% YoY headcount growth (+78 people); 50% of the top 100 firms trust Fieldguide; 32% reduction in engagement hours for customers; 70% reduction in manual testing time; 95% reduction in manual testing time for certain workflows; error rate of less than 1% versus manual processes; 5-time winner of CPA Practice Advisor Technology Innovation Award.

## Competitive Advantages
- **Vertical AI Moat**: Purpose-built for regulated audit and advisory environments, not a generic AI tool. Field Agents are trained on industry standards (SOX, HIPAA, FFIEC, HITRUST, PCI DSS) and firm methodologies.
- **Founder-Market Fit**: Both co-founders have deep industry experience — Jin Chang spent 5 years at EY in audit & advisory; Chris Szymansky has a technical background and founded a crypto tax automation company.
- **Network Effects**: As more firms use the platform, the AI agents improve across methodologies and regulatory frameworks, creating a data moat.
- **Top-Tier Customer Base**: Already adopted by 50% of the top 100 firms, including Big Four (KPMG) and national leaders (RSM, Baker Tilly, BDO, Grant Thornton), providing credibility and a strong reference base.
- **Capital & Strategic Backing**: Backed by Goldman Sachs Alternatives, Bessemer, 8VC, and a strategic investment from KPMG — signaling both financial strength and industry validation.

## Strategic Focus
- **Agentic AI First**: Doubling down on autonomous AI agents that execute testing, documentation, and evidence review, allowing practitioners to focus on judgment and client impact.
- **Platform Expansion**: Moving beyond audit into risk advisory, SOC, ESG, cybersecurity, and other assurance practices — becoming the single platform for all trust services.
- **Geographic Growth**: Expanding presence with offices/hubs in San Francisco (HQ), Denver, New York, Seoul, Los Angeles, Austin, Detroit, Pittsburgh, Toronto, London, Seattle, and Singapore.
- **Talent Acquisition**: Aggressively hiring (+105.6% YoY job posting growth) across engineering, customer success, sales, and marketing to scale the platform.

## Why Work Here
- **Mission-Driven**: Work that directly increases trust in commerce and capital markets — a meaningful, high-impact problem.
- **Remote-Friendly Culture**: Described as a "remote-friendly, global company" with hubs across the US, Canada, UK, Ireland, South Korea, and Singapore. Not fully remote but flexible.
- **Strong Engineering Culture**: Cross-functional teams with autonomy and focus on core metrics. Engineers work on cutting-edge agentic AI problems in a high-regulation environment.
- **Learning Opportunity**: Daily exposure to industry experts (former auditors on staff) who share knowledge — no prior audit experience needed.
- **Perks & Benefits**: Competitive compensation, stock options, flexible PTO, wellness benefits, technology reimbursement, company offsites.
- **Culture Values**: "Loveable" (create mutual value, earn trust), "Fearless" (inspire, break down walls), "Fast" (launch fast, iterate to perfection), "Inclusive" (scale best ideas with inclusive teams), "Owners" (execute with ownership), "Deliver happiness & 11 star experiences."
- **Talent Density**: Team includes alumni from Meta, Amazon, Brex, Carta, EY, Thomson Reuters, FloQast, LaunchDarkly — high-caliber peers.

## Sources
1. [fieldguide.io](https://www.fieldguide.io/)
2. [fieldguide.io/about](https://www.fieldguide.io/about)
3. [fieldguide.io/careers](https://www.fieldguide.io/careers)
4. [linkedin.com/company/fieldguide-inc](https://www.linkedin.com/company/fieldguide-inc)
5. [ycombinator.com/companies/fieldguide](https://www.ycombinator.com/companies/fieldguide)

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