Senior AI Engineer developing production - grade AI solutions across ML and optimization. Leading design and deployments while mentoring junior engineers and collaborating with AI leadership.
About the role
- Staff AI Engineer shaping the technical direction for Fieldguide's AI agents. Building systems for complex audit and advisory workflows in a global commerce context.
Responsibilities
- 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
- 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
- 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
- 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
Requirements
- 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
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.
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