Lead Director, AI/ML Engineering

Role Overview

• Own a Data, AI/ML product portfolio spanning Growth and Pharmacy Store Operations — delivering insights that advance CVS Health's mission of helping people on their path to better health
• Define and drive the technical roadmap, balancing bold innovation with agile delivery, operational stability, and reliability at enterprise scale
• Define and lead our AI roadmap, architecting the strategic shift from general-purpose LLM deployment to intelligent, agentic automation that drives measurable operational and health outcomes across lines of business
• Lead the strategic shift from rule-based process to AI and agent-based orchestration, enabling intelligent, autonomous workflows across CVS Health's lines of business
• Spearhead the adoption and scaling of the Claude Skills Framework — establishing governance, design standards, and reusable patterns that enable consistent, enterprise-wide AI skill development
• Design and oversee modular Claude Skill modules (SKILL.md, YAML metadata, and execution scripts) to automate high-impact business processes including pharmacy reporting, code deployment workflows
• Champion progressive disclosure strategies for LLM context optimization — mapping specialized Claude Skills to targeted triggers to maximize precision, minimize latency, and deliver scalable enterprise value
• Evaluate emerging agentic AI technologies and frameworks, translating innovations into actionable roadmap investments aligned with CVS Health's strategic priorities
• Architect and oversee the end to end development of Data and ML/AI products following CVS security principles.
• Establish engineering standards and best practices across MCP integrations and Claude Skills Framework development — ensuring consistency, reusability, and alignment with CVS Health's security, data governance, and HIPAA compliance requirements
• Lead hands-on architecture reviews, technical design forums, and solution trade-off discussions across Data Science, Engineering, and Technology teams
• Lead end-to-end AI/ML pipeline integrity — from Claude Skills authoring and MCP server deployment through to production monitoring and continuous optimization
• Ensure engineering standards are maintained across the portfolio — covering solution design, security, and Data/AI Ops practices
• Drive agile delivery within CVS Health's Squad model, managing dependencies across a matrixed environment and removing blockers to accelerate delivery
• Coach and grow engineering leaders and senior individual contributors, building a strong internal talent pipeline that reflects CVS Health's commitment to colleague development and inclusion
• Serve as a trusted technology partner to senior stakeholders across Data Science, Business, and Enterprise Technology teams
• Translate complex technical concepts — including agentic AI architectures, MCP integrations, Claude Skills Framework, and LLM optimization strategies — into clear, business-relevant narratives for Executive and non-technical audiences
• Ensure all data interactions and AI-driven workflows operate in strict adherence to CVS Health's enterprise data governance policies, HIPAA requirements, authentication standards, and role-based access controls
• Partner closely with Information Security and Compliance teams to embed governance into every layer of the AI/ML platform.

Requirements

• Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field
• 10+ years of experience in technical roles within software engineering, data engineering, or analytics
• 5+ years designing and building data and analytics solutions, including Data/ML pipelines, products, or decision systems at scale
• 5+ years deploying cloud-native applications on Azure, GCP, or AWS, with working knowledge of modern Data & AI Ops patterns
• 3+ years leading and growing engineering teams delivering complex, production-grade analytical systems
• Demonstrated ability to engage in technical architecture and design conversations, including trade-off analysis and solution design
• Hands-on experience with MCP server development, Claude Skills Framework, LLM integration, or agentic AI frameworks applied to enterprise workflows
• Experience operating in agile delivery frameworks (Scrum, Squad model, or equivalent)
• Experience in CI/CD and DataOps practices
• Strong executive communication skills with demonstrated ability to influence senior stakeholders across technical and business teams.

Tech Stack

• AWS
• Azure
• Cloud
• Google Cloud Platform

Benefits

• medical, dental, and vision coverage
• paid time off
• retirement savings options
• wellness programs
• comprehensive benefits package