This is a strategic, enterprise-level role for someone who can turn AI buzzwords into real capability across a huge organization. You’ll own the AI learning strategy, build scalable programs, and partner with senior leaders to accelerate adoption and grow technical talent across CVS Health’s tech teams.
About CVS Health
CVS Health is focused on building a more connected, convenient, and compassionate health care experience. With a nationwide footprint and hundreds of thousands of colleagues, the company supports millions of people through in-person care, digital channels, and health solutions designed to simplify care for individuals, families, and communities.
Schedule
- Full-time (40 hours/week)
- Remote
What You’ll Do
- Lead the enterprise AI learning strategy aligned to business and transformation goals
- Partner with senior executives and technical leaders to identify skill gaps and future workforce needs
- Design and deliver advanced AI learning experiences (executive briefings, immersive workshops, role-based learning paths)
- Translate complex AI topics (generative AI, LLMs, ethical AI, MLOps) into accessible, actionable learning for broad audiences
- Establish program governance, success metrics, and continuous improvement using data and insights
- Track AI trends and advise leadership on what’s emerging and what it means for workforce development
- Represent CVS Health externally in AI learning forums and partnerships to strengthen employer brand and industry credibility
What You Need
- 8+ years in technology-adjacent roles, including 3+ years influencing senior stakeholders
- Proven experience designing and executing enterprise-level AI or advanced technology strategies
- Strong understanding of AI/ML concepts (deep learning, generative AI, MLOps)
- Familiarity with AI frameworks and languages (Python, TensorFlow, PyTorch) and cloud AI services (AWS SageMaker, Azure AI, Google Vertex AI)
- Strong coaching and technical talent development ability
- Exceptional executive communication and strategic consulting skills
Preferred
- Adult learning expertise and instructional design frameworks (ADDIE, SAM)
- Experience advising senior leaders on AI workforce readiness and transformation
- Hands-on AI model development/deployment experience
- Knowledge of responsible AI practices and regulatory considerations
- Master’s degree preferred
Benefits
- Pay range: $106,605–$284,280 (base; final offer varies by experience, education, and geography)
- Bonus, commission, or short-term incentive eligibility (role dependent)
- Equity award target included
- Medical plan options
- 401(k) with matching contributions
- Employee stock purchase plan
- Wellness programs, counseling, and financial coaching
- Paid time off and additional leave options (varies by eligibility)
- Tuition assistance and additional benefit offerings (varies by eligibility)
If you’ve got the blend of AI fluency, executive presence, and learning design chops to move a massive org forward, this is the kind of role that can turn into real influence fast.
Happy Hunting,
~Two Chicks…