Lead Director - Artificial Intelligence, Machine Learning and Data Engineering

Job Title: Lead Director - Artificial Intelligence, Machine Learning and Data Engineering

Job Location: Work at Home, Connecticut, United States

Job Location Type: Remote

Job Contract Type: Full time

Job Seniority Level:

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 seeking a visionary and execution-focused Lead Director - Artificial Intelligence, Machine Learning and Data Engineering to build, scale, and operate enterprise capabilities that enable secure, reliable, responsible, and business-driven adoption of artificial intelligence across one of the largest healthcare organizations in the world. Within the Solutions Engineering and Infrastructure organization, this leader will play a critical role in establishing the foundational data, engineering, platform, governance, and operational capabilities required to deliver artificial intelligence and machine learning solutions at enterprise scale.

Reporting to the Executive Director, this leader will oversee teams responsible for developing reusable data products, standing up platforms and components to accelerate AI solution delivery, launch developer enablement accelerators, establish DevSecOps/MLOps/LLMOps operational standards and frameworks for deploying and scaling agentic systems. This role combines deep technical expertise with demonstrated success leading large platform engineering organizations, driving enterprise transformation, delivering platform excellence, and developing high-performing teams.

This is a U.S.-based REMOTE position; candidates must reside within the United States.

PRIMARY DUTIES AND 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.

REQUIRED 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.

PREFERRED QUALIFICATIONS

• 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.

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: 08/28/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

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Originally posted on Himalayas