Lead Director - Software Engineering

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.

• Drive technical strategy across a multi-team engineering organization (50-150+ engineers), setting architectural standards, defining engineering excellence benchmarks, and personally reviewing and elevating the work.
• Operational Efficiency. Every system design decision you make should start with the question:
  How to create
  10x leverage? You will actively embed LLMs, generative AI, agentic workflows, and ML-powered automation into the engineering lifecycle, not just as experiments, but as production-grade differentiators.
• Own delivery at velocity. You ship. You are accountable for outcomes, not roadmaps. You hold your teams to the same standard.
• Partner at the executive level - with Product owners, Data Engineers, and Health care business leaders - translating business strategy into engineering bets with precision and conviction.
• Be the technical voice in the room You call out architectural debt, push back on infeasible timelines, and advocate for the right engineering investment.

• 10+ years of progressive software engineering experience
  , including 5+ years leading large-scale engineering organizations. You have built and scaled systems that serve tens of thousands of users. You know what happens when your system goes down.
• Deep, hands-on technical foundation in distributed systems, cloud-native architectures, and modern backend engineering at scale.
• Proven AI platform ownership. You have deployed production AI systems - not POCs, not demos, not limited to prompt engineering. You understand model deployment pipelines, vector databases, RAG architectures, LLM orchestration, inference optimization, and responsible AI principles.
• Track record of engineering transformation. You have migrated monoliths to microservices, modernized legacy platforms under real business pressure, and lived the consequences of every architectural decision you've made.

• Healthcare or highly regulated domain experience - You have navigated HIPAA, CMS compliance, PHI data handling development.
• Platform engineering ownership - You have built or led internal developer platforms, engineering productivity tooling.

• Bachelor's degree in Computer Science, Software Engineering, Mathematics, or a closely related technical discipline - or equivalent demonstrated engineering depth through work history, open source portfolio, or verifiable technical contribution at scale.

• Master's degree (M.S. or M.Eng.) in Computer Science, Artificial Intelligence, Machine Learning, Data Science, or a related quantitative field. Graduate-level training in algorithms, distributed systems, statistical learning, or systems design gives us confidence in your technical ceiling.

The typical pay range for this role is:

$ - $

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…