Head of Deployed Engineering
FieldGuide · San Francisco, CA or Remote (USA)
About this role
**Fieldguide — Head of Deployed Engineering** **About Fieldguide** Fieldguide is building a new state of trust for global commerce and capital markets by automating and streamlining the work of advisory, audit, and tax practitioners at the world’s largest CPA firms. We build software for the people who enable trust between businesses. We’re headquartered in **San Francisco, CA** and backed by investors including **Growth Equity at Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, DNX Ventures, Global Founders Capital**, and more. We value diversity and are building an inclusive, humble, supportive team. **About the Role** Our **Forward Deployed Engineers (FDEs)** work alongside practitioners at the world’s largest audit firms. They build prototype agents on real workflows and ship production code. This **Head of Deployed Engineering** role starts as a **player-coach**: you’ll be hands-on while building and leading the team. Early on, you’ll work directly in customer deployments—writing production code and solving the hardest technical problems. As the team grows, your focus shifts toward leadership, while staying close to the work. You’ll report to our **CTO / co-founder** and work closely with **Product, Engineering, and Customer leadership**. --- **What You’ll Do** **As a player** - Lead important deployments end-to-end (scoping through production) for enterprise customers, including **single-tenant and government-cloud environments**, regulated data, and firm-specific audit methods. - Write **production code**: build agents, integrations, and tools, and tackle the hardest technical challenges directly. - Serve as a senior technical voice with customers—acting as a trusted advisor to partners, CIOs, and audit leaders on how AI agents fit into their practice. **As a coach** - Build the FDE team: hire, coach, and grow engineers who can both build and work directly with customers. - Make deployments repeatable: turn hands-on learnings into **playbooks, tools, and metrics** to accelerate time-to-value as you move upmarket. - Turn field work into product: identify patterns across deployments and partner with Product/Engineering so solutions become reusable platform features. --- **What We’re Looking For** - **8+ years** of leadership experience in forward deployed, deployment, solutions, or customer engineering (e.g., FDE leadership at Palantir, a Field CTO role, or leading technical work with large enterprise customers). - You still **build**: you’ve written production software recently and want to keep doing it. This is **not** a manage-only role. - Experience leading/mentoring engineers and excitement about building a team early. - Comfort presenting to senior enterprise stakeholders, especially in regulated or complex environments. - Strong judgment on when to build for one customer vs. the platform—and the ability to push back on scope. - Excitement about bringing **AI agents** into high-stakes professional work. **Bonus Points** - Experience at a **Big 4** firm (Deloitte, PwC, EY, KPMG) or a major consulting firm (Accenture, McKinsey, BCG, Bain). - Knowledge of audit, accounting, risk, or compliance. - Experience deploying **LLMs / agent-based systems** in production. --- **Fieldguide Values** - **Fearless** — Inspire & break down seemingly impossible walls. - **Fast** — Launch fast with excellence, iterate to perfection. - **Lovable** — Deliver happiness & 11-star experiences. - **Own
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