Staff AI Engineer
Staff AI Engineer shapes technical direction of AI agents for audit workflows, owning architecture, LLM infrastructure, and reliability systems. Requires 8+ years experience with deep expertise in TypeScript/Python, RAG, and enterprise-scale LLM products.
About the job
What You’ll Own
Define and Drive Technical Direction
- Set the architectural direction for Fieldguide's agentic systems and intelligence layer
- Identify and resolve systemic gaps that limit reliability, scalability, or product velocity
- Make high-leverage technical bets and drive them to completion across the organization
- Establish evaluation standards, observability infrastructure, and reliability frameworks at scale
Build and Ship High-Impact Systems
- Own the most complex, cross-cutting product areas end-to-end
- Design agent orchestration and retrieval systems that handle enterprise-grade complexity
- Lead the evolution of Fieldguide's LLM infrastructure: models, prompts, guardrails, and feedback loops
- Prototype, validate, and harden novel approaches before sharing with the broader team
Drive Organizational Leverage
- Partner with Engineering leadership, Product, and Design to shape the AI roadmap
- Create reusable platforms, patterns, and tooling that multiply team velocity across the org
- Identify and develop the next generation of senior engineers
- Translate long-term product vision into concrete technical strategies
Represent and Advance the Field
- Stay at the frontier of LLM and agent research; rapidly evaluate and adopt what matters
- Build internal knowledge and shared understanding of AI system design
- Contribute to Fieldguide's reputation as a technical leader in vertical AI
Who You Are
Strong software engineer with:
- Technical depth with organizational influence
- Systems thinker
- Strong product judgment
- Multiplier effect
- Principled pragmatism
- End-to-end ownership
Experience
- 8+ years shipping production software, with 3+ years leading complex AI/ML systems
- Deep expertise in TypeScript, Python, and distributed system design
- Proven track record shipping LLM-powered products at enterprise scale
- Experience defining evaluation infrastructure and reliability standards for AI systems
- Mastery of retrieval architectures, RAG, vector databases, and embedding pipelines
- Hands-on with cutting-edge LLM APIs and agent frameworks (OpenAI, Anthropic, Gemini, LangGraph, etc.)
- Experience influencing technical direction across multiple teams or product areas
- Track record mentoring senior engineers and growing engineering culture
What Should Excite You
- Enterprise-grade reliability
- Human-in-the-loop design
- Nuanced evaluation
- Explainability
- Complex domains
- Shipping daily value
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
Skills
TypeScript, Python, LLMs, RAG, Vector Databases, OpenAI, Anthropic, Gemini, LangGraph, Distributed Systems, Retrieval Architectures, Agent Frameworks
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