Executive Director, Internal AI Products & Development

CVS Health • Chicago, IL

4d

About The Position

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 highly experienced and strategic Executive Director, Internal AI Products & Development to lead the enterprise strategy, governance, and scaling of AI-powered workplace solutions. This role sits within the Digital Workplace organization and is accountable for advancing AI-driven productivity, operational efficiency, and innovation for colleagues across the company. This leader will oversee a growing team focused on AI product strategy, engineering, architecture, and governance. The Executive Director will serve as an enterprise AI authority, partnering across business units to identify opportunities, evaluate needs, and deliver secure, compliant, and high-impact AI solutions in a highly regulated healthcare environment.

Requirements

• 12+ years of experience in technology, digital product leadership, data science, or AI/ML domains
• 7+ years of direct experience leading AI, machine learning, or advanced analytics initiatives at enterprise scale
• Demonstrated experience deploying AI solutions in production environments, including model lifecycle management and MLOps practices
• Hands-on experience with generative AI technologies, including large language models (LLMs), prompt engineering strategies, AI copilots, or conversational AI platforms
• Strong understanding of AI architecture patterns, APIs, vector databases, embeddings, model orchestration frameworks, and cloud AI services
• Proven experience implementing AI governance frameworks, including model risk management, bias detection, explainability, and compliance controls
• Experience operating within regulated industries (healthcare, payer, pharmacy, financial services, or similar)
• Demonstrated ability to translate AI capabilities into measurable business value
• Experience leading cross-functional teams in large, matrixed organizations
• Minimum Education Bachelor’s degree in Computer Science, Engineering, Data Science, Artificial Intelligence, Information Systems, or a related technical field OR equivalent combination of education and relevant executive-level experience

Nice To Haves

• Experience implementing enterprise AI platforms (e.g., Azure OpenAI, AWS Bedrock, Google Vertex AI, or equivalent)
• Familiarity with data platforms, modern data engineering practices, and enterprise data governance
• Experience scaling AI solutions supporting 50,000+ users
• Advanced degree in Computer Science, Engineering, Data Science, Artificial Intelligence, or related field
• Experience driving AI adoption programs and change management at scale
• Preferred Education Master’s degree in Computer Science, Artificial Intelligence, Data Science, Engineering, or related technical discipline
• MBA or advanced business degree (preferred for candidates with strong enterprise strategy responsibilities)

Responsibilities

• Enterprise AI Strategy & Vision Define and execute a multi-year roadmap for internal AI-enabled products
• Identify scalable, enterprise-wide AI use cases aligned to strategic priorities
• Establish standards for AI solution architecture, model lifecycle management, and responsible AI practices
• Drive alignment with enterprise data, security, compliance, and privacy frameworks
• AI Product Development & Technical Leadership Lead end-to-end lifecycle management of AI products (discovery, experimentation, model development, deployment, monitoring, scaling)
• Oversee implementation of generative AI, large language models (LLMs), machine learning, automation, and intelligent workflow solutions
• Ensure appropriate model governance, risk management, bias mitigation, and auditability
• Partner with enterprise architecture and cloud teams to operationalize AI platforms at scale
• Establish measurement frameworks to track adoption, performance, accuracy, and business ROI
• Business Partnership & Enablement Serve as a trusted AI advisor to senior business leaders
• Assess business processes and identify automation and AI augmentation opportunities
• Lead structured intake and prioritization of AI initiatives
• Drive AI literacy and responsible usage across the enterprise
• Thought Leadership & Governance Represent Digital Workplace in enterprise AI governance councils
• Promote ethical AI principles aligned with healthcare regulatory expectations
• Monitor emerging AI technologies and assess their enterprise applicability
• Position CVS Health as a leader in applied enterprise AI innovation

Benefits

• Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.
• No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.
• Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Number of Employees: 5,001-10,000 employees