Lead Director - Artificial Intelligence, Machine Learning and Data Engineering

CVS Health is a healthcare organization focused on creating a more connected, convenient, and compassionate health experience. The Lead Director will build, scale, and operate enterprise artificial intelligence, machine learning, data engineering, and platform capabilities, while leading teams, establishing operational standards, and driving secure and responsible AI adoption at enterprise scale.

Responsibilities

• Lead the strategy, architecture, and delivery of enterprise AI platform capabilities, including RAG, GraphRAG, vector search, MCP servers, memory and context services, reusable agents, model lifecycle management, and developer enablement accelerators that drive scalable AI/ML adoption
• Lead the strategy, development, and operation of reusable data products and enterprise data engineering capabilities, including data ingestion, transformation, quality, metadata management, lineage, feature engineering, and data services that support AI, analytics, and business outcomes
• Establish enterprise standards and operational practices for platform reliability, observability, infrastructure automation, security, privacy, compliance, model governance, responsible AI, risk management, disaster recovery, capacity planning, and audit readiness
• Partner with Architecture, Cybersecurity, Infrastructure, Product, Data, and Business leaders to guide technology strategy, evaluate emerging technologies, define enterprise standards, optimize investments, reduce duplication, and accelerate AI and data modernization initiatives
• Build, lead, and develop high-performing teams of Engineering Managers, Data Engineers, AI Engineers, Platform Engineers, and Operations Engineers while fostering a culture of innovation, accountability, continuous learning, inclusion, operational excellence, and measurable business impact

Preferred

• * Experience leading enterprise AI, Machine Learning, Data Platform, Platform Engineering, or Developer Platform organizations within healthcare, retail, financial services, technology, or other highly regulated industries
• * Experience building and governing enterprise AI platforms utilizing Retrieval-Augmented Generation (RAG), GraphRAG, vector databases, foundation models, agentic architectures, MCP frameworks, and responsible AI capabilities
• * Demonstrated success managing technology investments, platform portfolios, operating models, financial accountability, strategic vendor relationships, and executive stakeholder engagement
• * Experience supporting large-scale platform modernization initiatives involving cloud-native architectures, platform engineering, developer enablement, enterprise data platforms, and AI/ML transformation programs
• * Experience leveraging AI-powered engineering tools such as Claude, Claude Code, GitHub Copilot, Microsoft Copilot, and similar technologies to improve software development productivity, platform operations, engineering efficiency, and secure delivery practices
• Enterprise AI Leadership
• Machine Learning Leadership
• Data Platform Leadership
• Developer Platform Leadership
• Healthcare Industry Experience
• Retail Industry Experience
• Financial Services Experience
• Technology Industry Experience
• Regulated Industry Experience
• Enterprise AI Platforms
• Retrieval-Augmented Generation
• GraphRAG
• Vector Databases
• Foundation Models
• Agentic Architectures
• MCP Frameworks
• Responsible AI
• AI Platform Governance
• Technology Investment Management
• Platform Portfolio Management
• Operating Model Design
• Financial Accountability
• Strategic Vendor Management
• Platform Modernization
• Cloud-Native Architectures
• Developer Enablement
• Enterprise Data Platforms
• AI/ML Transformation
• Claude
• Claude Code
• GitHub Copilot
• Microsoft Copilot
• AI-Powered Engineering Tools
• Software Development Productivity
• Engineering Efficiency
• Secure Delivery Practices
• Organizational Leadership
• Executive Stakeholder Engagement

Benefits

• This is a U.S.-based REMOTE position; candidates must reside within the United States.
• This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.
• This position also includes an award target in the company’s equity award program.
• This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families.
• Medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Company

• Health care services, pharmacy services, and health plans
• Woonsocket, Rhode Island, USA
• https://www.cvshealth.com/
• Founded in 1963
• 10001+ employees

Qualifications

• * 10+ years of experience in software engineering, data engineering, artificial intelligence, machine learning, platform engineering, or related engineering disciplines, including designing and delivering enterprise-scale technology solutions
• * 7+ years of experience building and leading large-scale platform engineering organizations responsible for enterprise AI/ML platforms, data platforms, products, and technology delivery
• * 7+ years of hands-on experience building and scaling AI/ML platforms, DevSecOps, MLOps, LLMOps, deployment automation, security engineering, and platform operations supporting mission-critical workloads
• * 7+ years of experience designing and operating secure cloud-native platforms within highly regulated environments, including privacy, security, governance, compliance, identity management, audit controls, risk management, and operational resilience
• * 5+ years of experience leading and developing high-performing engineering organizations, including Engineering Managers and senior technical professionals, while building enterprise Data Engineering capabilities, including large-scale data ingestion, batch and streaming architectures, data governance, and reusable data products
• Bachelor's degree from accredited university or equivalent work experience (HS diploma + 4 years relevant experience)
• This is a U.S.-based REMOTE position; candidates must reside within the United States
• * Experience leading enterprise AI, Machine Learning, Data Platform, Platform Engineering, or Developer Platform organizations within healthcare, retail, financial services, technology, or other highly regulated industries
• * Experience building and governing enterprise AI platforms utilizing Retrieval-Augmented Generation (RAG), GraphRAG, vector databases, foundation models, agentic architectures, MCP frameworks, and responsible AI capabilities
• * Demonstrated success managing technology investments, platform portfolios, operating models, financial accountability, strategic vendor relationships, and executive stakeholder engagement
• * Experience supporting large-scale platform modernization initiatives involving cloud-native architectures, platform engineering, developer enablement, enterprise data platforms, and AI/ML transformation programs
• * Experience leveraging AI-powered engineering tools such as Claude, Claude Code, GitHub Copilot, Microsoft Copilot, and similar technologies to improve software development productivity, platform operations, engineering efficiency, and secure delivery practices
• * 10+ years of experience in software engineering, data engineering, artificial intelligence, machine learning, platform engineering, or related engineering disciplines, including designing and delivering enterprise-scale technology solutions.
• * 7+ years of experience building and leading large-scale platform engineering organizations responsible for enterprise AI/ML platforms, data platforms, products, and technology delivery.
• * 7+ years of hands-on experience building and scaling AI/ML platforms, DevSecOps, MLOps, LLMOps, deployment automation, security engineering, and platform operations supporting mission-critical workloads.
• * 7+ years of experience designing and operating secure cloud-native platforms within highly regulated environments, including privacy, security, governance, compliance, identity management, audit controls, risk management, and operational resilience.
• * 5+ years of experience leading and developing high-performing engineering organizations, including Engineering Managers and senior technical professionals, while building enterprise Data Engineering capabilities, including large-scale data ingestion, batch and streaming architectures, data governance, and reusable data products.
• Bachelor’s degree from accredited university or equivalent work experience (HS diploma + 4 years relevant experience).

Required skills

• Artificial Intelligence and Machine Learning, Cloud-Native Architecture, Data Engineering, Data Governance, Data Ingestion and Batch/Streaming Architectures, DevSecOps, MLOps, and LLMOps, Enterprise AI/ML Platforms, Executive Stakeholder Engagement, Model Lifecycle Management, Platform Engineering, Retrieval-Augmented Generation (RAG) and GraphRAG, Security, Privacy, and Compliance, Vector Databases

Experience

• 10+ years