Staff AI Engineer

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