Lead Director - Digital Engineering, Cloud Platform

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.

CVS Health is hiring a Lead Director for our Cloud Platform engineering teams within Digital Engineering - the AWS infrastructure, DevOps practices, and delivery pipelines that every product engineering team builds on. This Lead Director - Digital Engineering, Cloud Platform will own multiple platform engineering teams that power the products and services we deliver to our members, and every improvement you make - faster delivery, lower cost, smarter automation - compounds across everything we ship.

This is a strategic architecture and leadership role: you’ll set technical direction for AWS, DevOps, and CI/CD; own the platform’s security and compliance posture; run cloud cost as a managed portfolio; build the self-service tooling that lets developers move faster; and lead AI adoption across both the platform and the teams that depend on it. You will bring deep technical depth, financial acumen to run infrastructure like a business, and the leadership presence to make this platform a genuine competitive advantage. This role reports to an AVP within Digital Engineering and partners directly with executive engineering leadership.

• →Setting the cloud platform strategy, target-state AWS architecture, and multi-year roadmap in partnership with Product, Architecture, Security, and enterprise stakeholders

• →Owning AWS security architecture and governance - landing zone design, multi-account guardrails (SCPs, IAM boundaries, encryption), and partnership with Security and Compliance to meet regulatory requirements (e.g., HIPAA, HITRUST) and close audit findings - including the data/messaging backbone (MSK, PostgreSQL, OpenSearch) and serverless patterns that underpin product workloads

• →Leading AI adoption across the organization - AI-assisted engineering tools for developers and AI-driven platform operations like anomaly detection and automated remediation - with governance that balances velocity and compliance

• →Driving CI/CD standards and Infrastructure-as-Code adoption, and building self-service capabilities so product teams can provision environments and pipelines without waiting on tickets

• →Running cloud cost as a managed portfolio: cost visibility, showback/chargeback, and an annual optimization target delivered through rightsizing and architecture reviews

• →Owning operational excellence - observability, SLOs, incident management, and capacity planning - across the platform

• →Leading multiple engineering teams and managers: organizational design, hiring, coaching, and performance management, while building the leadership pipeline within your organization

• →Representing the platform to senior stakeholders, communicating health, cost, and tradeoffs, and evaluating emerging technology for strategic fit

• 10+ years of experience in infrastructure or platform engineering

• 7+ years of experience leading engineering teams, managers, and technical portfolios
• 5+ years of hands-on AWS at enterprise scale experience  - compute, networking, IAM, and managed data/messaging services such as MSK (Kafka), PostgreSQL (RDS/Aurora), and OpenSearch; serverless experience (Lambda, Fargate, Step Functions)

• Leadership experience in healthcare, insurance, financial services, or another highly regulated industry

• Demonstrated success scaling CI/CD platforms and Infrastructure-as-Code (Terraform, CloudFormation, or CDK) across multiple teams

• Proven track record running a cloud cost optimization or FinOps program with measurable savings

• Experience embedding security-by-design into cloud architecture, including IAM governance, encryption standards, and compliance with regulatory frameworks relevant to healthcare or other regulated industries

• Executive-level communication skills, with the ability to translate technical strategy, cost, and risk for both technical and non-technical audiences

• Experience building internal developer platforms (IDPs) or self-service tooling

• Direct experience piloting or scaling AI-assisted engineering tools (e.g., Claude Code, GitHub Copilot) in an enterprise organization

• AWS Certified DevOps Engineer, AWS Certified Solutions Architect, or AWS Certified Security – Specialty

• FinOps Foundation certification or demonstrated FinOps practice leadership

• Experience influencing senior leaders across business, product, architecture, security, and data in a matrixed enterprise

• Bachelor’s degree or equivalent experience (HS diploma + 4 years relevant experience)

The typical pay range for this role is: