Director, Artificial Intelligence Engineering
Plymouth Rock Assurance · Boston, Massachusetts, US
We are seeking a hands-on Director, AI Engineering to lead the design, development, and scaling of Generative and Agentic AI systems across the enterprise. T...
Job description
We are seeking a hands-on Director, AI Engineering to lead the design, development, and scaling of Generative and Agentic AI systems across the enterprise. This role focuses on building LLM-powered applications, AI platforms, and reusable capabilities (e.g., RAG, MCP, multi-agent systems) to support both internal and customer-facing use cases. You’ll define strategy, lead a high-performing team, and translate AI investments into measurable business outcomes. Key Responsibilities: - Define and execute AI engineering strategy, architecture, and roadmap - Lead and grow a high-performing AI engineering team - Build and deploy scalable LLM-powered applications and AI products - Develop agentic systems, autonomous workflows, and RAG pipelines - Establish standards for prompts, evaluation, security, testing, and production readiness - Implement MLOps/LLMOps pipelines and modern AI delivery practices (CI/CD, Agile) - Partner across tech, data, security, legal, and business teams to ensure compliant, high-impact solutions - Drive vendor selection, build-vs-buy decisions, and external partnerships - Identify high-value use cases and track success metrics (adoption, impact, cost, quality) - S...