Lead Director – Cloud & Platform Engineering

This is a fully remote position, open to applicants in New York.

📋 Description

• Take ownership of the multi-cloud platform engineering strategy and roadmap for Health100 and PCW across GCP, AWS, and Azure.

• Convert business priorities, application demands, resiliency needs, and enterprise standards into a sequenced set of engineering initiatives.

• Set measurable outcomes and provide executive-level visibility into the progress of the roadmap, platform adoption, reliability, delivery predictability, automation, cost efficiency, risks, trade-offs, and investment needs.

• Lead the architecture, engineering, implementation, and lifecycle management of enterprise cloud platforms.

• Drive the engineering of cloud foundations, networking, identity, security, Kubernetes, data services, shared services, and observability.

• Ensure that platforms meet requirements for availability, multi-region resiliency, disaster recovery, scalability, performance, maintainability, security, and cost.

• Oversee technical design and engineering reviews to ensure production readiness.

• Transform architecture and roadmap priorities into actionable delivery plans involving internal teams, cloud providers, and strategic partners.

• Create repeatable release and environment-promotion practices and utilize delivery metrics to identify risks.

• Implement an automation-first approach using Terraform, Infrastructure as Code, policy as code, CI/CD, reusable modules, and automated validation.

• Develop self-service platform capabilities and reusable engineering patterns.

• Collaborate with DevOps/Operations and Production SRE to establish deployment workflows, operational handoffs, SLOs, SLIs, observability, recovery, runbooks, ownership, escalation, and support requirements.

• Drive permanent corrective actions and improvements to the roadmap based on incidents, reliability trends, and operational feedback.

• Partner across Network Engineering, Cybersecurity, Identity, Enterprise Architecture, Application Engineering, Data, DevOps/Operations, Production SRE, cloud providers, and strategic partners.

• Provide guidance to senior leaders on cloud architecture, engineering priorities, modernization, delivery sequencing, and technology investments.

• Act as an escalation point for complex engineering and delivery challenges.

• Integrate security, compliance, identity, network segmentation, data protection, and policy requirements into engineering patterns and governance.

• Collaborate with FinOps and business stakeholders on cloud forecasting, cost transparency, unit economics, optimization, and capacity planning.

• Maintain lifecycle strategies for platform upgrades, deprecation, technical debt, and vendor dependencies.

• Build and lead a cloud platform engineering organization, fostering the development of technical leaders.

• Establish engineering standards, design patterns, playbooks, documentation, and review mechanisms.

• Formulate workforce, sourcing, and strategic partner approaches that align with Health100 and PCW roadmaps.

⛳️ Requirements

• Over 10 years of experience in cloud infrastructure, platform engineering, infrastructure engineering, DevOps, SRE, or related fields.

• More than 5 years of experience in technology leadership, engineering management, architecture leadership, or equivalent large-scale technical leadership.

• At least 7 years of extensive engineering experience with a major public cloud platform, with working knowledge of GCP, AWS, and Azure.

• Over 7 years of experience with cloud foundations and landing zones, including networking, DNS, identity, security, Kubernetes, compute, storage, databases, shared services, and observability.

• More than 5 years of experience with Terraform, Infrastructure as Code, CI/CD automation, and reusable engineering patterns.

• At least 5 years of experience collaborating with dedicated DevOps/Operations and Production SRE teams to transition engineered services into reliable production operations.

• Over 5 years of experience in defining or applying SLOs, SLIs, production-readiness criteria, observability, capacity management, disaster recovery, and operational support models.

• Experience in leading multi-cloud platform engineering or transformation initiatives across GCP, AWS, and Azure.

• Proven ability to manage complex, cross-functional delivery involving internal teams, cloud providers, and strategic partners.

• Demonstrated experience in defining strategy and roadmaps while delivering enterprise cloud capabilities accordingly.

• Experience in supporting healthcare, regulated, or other business-critical enterprise environments.

• Experience in establishing internal developer platforms, paved-road services, or self-service infrastructure capabilities.

• Advanced knowledge of Terraform, Kubernetes, and service mesh technologies.

• Experience integrating cloud platforms with enterprise networks, data centers, security platforms, and shared services.

• Experience supporting AI/ML, GPU, data-intensive, or high-performance workloads.

• Experience with FinOps, cloud consumption forecasting, and cost optimization.

• Relevant certifications such as Google Cloud Professional Cloud Architect, AWS Certified Solutions Architect – Professional, Microsoft Certified: Azure Solutions Architect Expert, Certified Kubernetes Administrator, or HashiCorp Terraform Associate/Professional.

• A Bachelor’s degree from an accredited college or university, or an equivalent combination of education and relevant work experience (High School Diploma/GED plus 4 years of related experience).

🏝️ Benefits

• CVS Health bonus, commission, or short-term incentive program.

• Equity award program.

• Medical coverage.

• Dental coverage.

• Vision coverage.

• Paid time off.

• Retirement savings options.

• Wellness programs.

• Additional resources supporting physical, emotional, and financial well-being.