Lead Director - Artificial Intelligence, Machine Learning and Data Engineering — CT - Work from home

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time. POSITION SUMMARY   CVS Health is hiring a Lead Director - Artificial Intelligence, Machine Learning and Data Engineering to lead the strategy, delivery, and evolution of enterprise AI, data, and engineering capabilities that accelerate innovation across one of the largest healthcare organizations in the world. Reporting to the Executive Director, this leader will drive the development of enterprise platforms, reusable data products, and engineering capabilities that enable the successful adoption of emerging technologies and data-driven solutions across the organization. The Lead Director of Artificial Intelligence, Machine Learning and Data Engineering will oversee teams responsible for AI platforms, data engineering, developer enablement, and cloud-native engineering solutions. This leader will guide the delivery of capabilities including Retrieval-Augmented Generation (RAG), GraphRAG, vector search, agentic architectures, MCP services, model lifecycle management, and engineering accelerators that improve the speed, quality, and consistency of solution development. The Lead Director of Artificial Intelligence, Machine Learning and Data Engineering will partner closely with Architecture, Cybersecurity, Infrastructure, Product, Data, and Business leaders to shape technology strategy, advance modernization efforts, and deliver measurable business outcomes. This role will also build and develop high-performing engineering teams while fostering a culture of innovation, accountability, collaboration, and technical excellence. PRIMARY DUTIES AND RESPONSIBILITIES  • Lead the strategy, architecture, and delivery of enterprise AI platform capabilities, including RAG, GraphRAG, vector search, MCP services, reusable agents, model lifecycle management, and developer enablement accelerators that drive scalable AI and machine learning adoption. • Lead the development and operation of enterprise data engineering capabilities and reusable data products, including data ingestion, transformation, quality, metadata management, lineage, feature engineering, and data services supporting AI, analytics, and business outcomes. • Establish enterprise standards and operating frameworks for DevSecOps, MLOps, LLMOps, platform reliability, observability, infrastructure automation, security, privacy, compliance, responsible AI, model governance, disaster recovery, and operational resilience. • Partner with Architecture, Cybersecurity, Infrastructure, Product, Data, and Business leaders to define technology strategy, evaluate emerging technologies, prioritize investments, establish enterprise standards, and accelerate AI and data modernization initiatives. • Build, lead, and develop high-performing engineering organizations while fostering a culture of innovation, accountability, technical excellence, continuous learning, operational rigor, and measurable business impact. REQUIRED QUALIFICATIONS   • 10+ years delivering enterprise software engineering, platform engineering, data engineering, artificial intelligence, machine learning, or related technology solutions within large-scale environments. • 7+ years building and leading platform engineering, AI/ML platform, enterprise data platform, or developer platform organizations responsible for strategic technology delivery, operational excellence, and enterprise-scale platform adoption. • 7+ years designing, implementing, and scaling AI/ML platforms utilizing technologies such as MLOps, LLMOps, deployment automation, observability, platform security, and mission-critical production operations. • 7+ years architecting and operating cloud-native platforms within highly regulated environments, including governance, privacy, security, compliance, identity management, audit controls, risk management, and resiliency practices. • 5+ years leading Engineering Managers and senior technical professionals while developing enterprise data engineering capabilities, reusable data products, large-scale data processing architectures, and modernization initiatives that drive measurable business outcomes. PREFERRED QUALIFICATIONS   • Leadership of enterprise Artificial Intelligence, Machine Learning, Data Platform, Platform Engineering, Developer Platform, or Infrastructure Engineering organizations within healthcare, retail, financial services, technology, or other highly regulated industries. • Demonstrated success building and governing enterprise AI platforms utilizing Retrieval-Augmented Generation (RAG), GraphRAG, vector databases, foundation models, agentic AI architectures, MCP frameworks, and responsible AI capabilities. • Proven track record managing technology investments, platform portfolios, operating models, financial accountability, strategic vendor relationships, and executive stakeholder engagement. • Background supporting large-scale modernization initiatives involving cloud-native architectures, platform engineering, enterprise data platforms, developer enablement, and AI/ML transformation programs. • Familiarity with AI-assisted engineering tools such as GitHub Copilot, Microsoft Copilot, Claude, Claude Code, or similar technologies to improve engineering productivity, software delivery, platform operations, and developer experience. EDUCATION   Bachelor’s degree from accredited university or equivalent work experience (HS diploma + 4 years relevant experience).     BUSINESS OVERVIEW   Bring your heart to CVS Health Every one of us at CVS Health shares a single, clear purpose: Bringing our heart to every moment of your health. This purpose guides our commitment to deliver enhanced human-centric health care for a rapidly changing world. Anchored in our brand — with heart at its center — our purpose sends a personal message that how we deliver our services is just as important as what we deliver. Our Heart At Work Behaviors™ support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient and affordable. We strive to promote and sustain a culture of diversity, inclusion and belonging every day. CVS Health is an affirmative action employer, and is an equal opportunity employer, as are the physician-owned businesses for which CVS Health provides management services. We do not discriminate in recruiting, hiring, promotion, or any other personnel action based on race, ethnicity, color, national origin, sex/gender, sexual orientation, gender identity or expression, religion, age, disability, protected veteran status, or any other characteristic protected by applicable federal, state, or local law. We proudly support and encourage people with military experience (active, veterans, reservists and National Guard) as well as military spouses to apply for CVS Health job opportunities.  Pay Range The typical pay range for this role is: $144,200.00 - $288,400.00 This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls.  The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors.  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.    Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong. Great benefits for great people We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families. 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. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility. Additional details about available benefits are provided during the application process and on Benefits Moments . We anticipate the application window for this opening will close on: 11/30/2026 Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.