Lead Director - Digital Engineering, Cloud Platform

CVS Health•Hartford, CT

4d•$144,200 - $288,400

About The Position

CVS Health is hiring a Lead Director to own multiple Cloud Platform engineering teams within Digital Engineering. The role leads the AWS infrastructure, DevOps practices, and delivery pipelines that product engineering teams use to build and operate products and services for members. It combines strategic architecture and organizational leadership, with responsibility for cloud strategy, security and compliance, cost management, developer self-service, operational excellence, and AI adoption. The position reports to an AVP within Digital Engineering and partners directly with executive engineering leadership. The Lead Director sets technical direction for AWS, DevOps, and CI/CD; owns the platform’s security and compliance posture; manages cloud cost as a portfolio; and builds self-service tooling to help developers deliver faster. The role requires technical depth, financial acumen, and leadership presence to establish the platform as a competitive advantage. This full-time position offers a base pay range of $144,200 to $288,400 and is eligible for a CVS Health bonus, commission or short-term incentive program, as well as an equity award target. Eligible benefits include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources.

Requirements

At least 10 years of experience in infrastructure or platform engineering.
At least 7 years of experience leading engineering teams, managers, and technical portfolios.
At least 5 years of hands-on AWS experience at enterprise scale, including compute, networking, IAM, and managed data or messaging services such as MSK (Kafka), PostgreSQL (RDS/Aurora), and OpenSearch.
Serverless experience with services such as Lambda, Fargate, and Step Functions.
Bachelor’s degree or equivalent experience; the posting specifies a high school diploma plus 4 years of relevant experience as an equivalent.

Nice To Haves

Leadership experience in healthcare, insurance, financial services, or another highly regulated industry.
Demonstrated success scaling CI/CD platforms and Infrastructure-as-Code, such as Terraform, CloudFormation, or CDK, across multiple teams.
A 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 relevant regulatory frameworks.
Executive-level communication skills, including translating technical strategy, cost, and risk for technical and non-technical audiences.
Experience building internal developer platforms or self-service tooling.
Direct experience piloting or scaling AI-assisted engineering tools, such as Claude Code or GitHub Copilot, in an enterprise organization.
AWS Certified DevOps Engineer, AWS Certified Solutions Architect, or AWS Certified Security – Specialty certification.
FinOps Foundation certification or demonstrated FinOps practice leadership.
Experience influencing senior leaders across business, product, architecture, security, and data in a matrixed enterprise.

Responsibilities

Set cloud platform strategy, target-state AWS architecture, and a multi-year roadmap in partnership with Product, Architecture, Security, and enterprise stakeholders.
Own AWS security architecture and governance, including landing-zone design, multi-account guardrails, and partnership with Security and Compliance to meet regulatory requirements and close audit findings.
Oversee the data and messaging backbone, including MSK, PostgreSQL, and OpenSearch, as well as serverless patterns supporting product workloads.
Lead AI adoption, including AI-assisted developer tools and AI-driven platform operations such as anomaly detection and automated remediation, with governance that balances velocity and compliance.
Drive CI/CD standards and Infrastructure-as-Code adoption, and build self-service capabilities for product teams to provision environments and pipelines.
Manage cloud costs as a portfolio through cost visibility, showback or chargeback, and annual optimization targets delivered through rightsizing and architecture reviews.
Own operational excellence across the platform, including observability, SLOs, incident management, and capacity planning.
Lead multiple engineering teams and managers, including organizational design, hiring, coaching, performance management, and leadership-pipeline development.
Represent the platform to senior stakeholders; communicate platform health, cost, and tradeoffs; and evaluate emerging technology for strategic fit.