Lead Director, Software Development Engineering - SRE, Retail Pharmacy

Overview

We're building a world of health around every individual – shaping a more connected, convenient, and compassionate health experience. At CVS Health®, you’ll work alongside passionate colleagues who hold ourselves accountable, prioritize safety and quality, and innovate with purpose.

What You Will Do

• Lead a global team of technical professionals, providing guidance, mentorship, and support for their growth.
• Align SRE strategies with enterprise goals, delivering resilient technology that enables world-class customer and patient experiences.
• Execute a multi‑year roadmap for observability, automation, and reliability improvements across distributed store environments.
• Define and implement standardization and process improvements across the SRE organization.
• Define and maintain SLIs, SLOs, and business KPIs to measure and enhance system reliability for critical store applications.
• Build and optimize dashboards, visualizations, and alerting systems to enable real‑time insights and rapid incident response for edge nodes and remote facilities.
• Provide weekly and monthly reporting on KPIs and other operational metrics to cross‑functional teams and senior leadership.
• Develop and implement strategic communication plans to support organizational goals and ensure alignment with business objectives.
• Reduce operational costs and increase efficiency through automation and platform engineering to reduce toil and enable self‑healing capabilities across thousands of locations.
• Lead major incident management, ensuring rapid detection, root‑cause analysis, and resolution in collaboration with business and technology partners.
• Champion modern cloud, edge, and AI‑driven monitoring solutions for store technology.
• Partner with architects, product engineering, and infrastructure teams to embed reliability practices throughout the software lifecycle.
• Represent CVS Health as a thought leader in SRE and operational resilience, both internally and externally.
• Mentor the SRE and technical teams on building, scaling, and operating highly available systems.
• Foster a culture of ownership, honesty, accountability, and continuous improvement within the organization.
• Contribute to long‑term planning, technology adoption strategies, and innovation initiatives to drive digital modernization efforts.

Minimum Qualifications

• 10+ years of experience with cloud platform technologies such as AWS, Microsoft Azure, and Google Cloud.
• 8+ years of experience in a technical leadership or people‑management role, particularly within SRE or large‑scale reliability organizations.
• 8+ years of experience leading complex technical initiatives using Agile/continuous improvement methodologies.
• 8+ years of managing distributed technology environments (retail, healthcare, or other multi‑site operations preferred).
• 5+ years of experience in container orchestration (Kubernetes) and in using monitoring tools (Dynatrace, AppDynamics, Prometheus, Splunk, Grafana).
• Strong understanding of cloud infrastructure components (compute, storage, networking, security).
• Strong knowledge of POS, pharmacy systems, handheld devices, store servers, and network infrastructure.
• Exceptional communication, decision‑making, and problem‑solving skills, with demonstrated ability to influence senior executives and cross‑functional teams.
• Experience leading performance reviews, career development planning, and team capacity management.
• Mastery of incident management, observability, automation, and operational excellence practices.
• Adroit at resource planning, program delivery, and change leadership at enterprise scale.
• Adroit at collaboration, teamwork, and fostering an inclusive engineering culture.

Preferred Qualifications

• Experience leading large SRE or operations functions in a retail, healthcare, or pharmacy environment.
• Expertise in cloud platforms (AWS, Azure, GCP), containerization (Kubernetes, OpenShift), and distributed systems.
• Strong understanding of compliance and regulatory requirements (HIPAA, PCI DSS, ADA).
• Demonstrated ability to deliver transformation at scale, leveraging AI/ML for monitoring, automation, and operational insights.
• Experience using experience‑feedback tools like Quantum Metrics, Medalia, and Adobe Analytics to understand business KPIs and customer data.

Education

• Bachelor’s degree in Computer Science, Engineering, or related field required.
• Master’s degree in Computer Science, Engineering, or related field preferred.

Pay Range
$144,200.00 – $288,400.00

Benefits

This full‑time position includes a comprehensive benefits package designed to support physical, emotional, and financial well‑being. Benefits include medical, dental, and vision coverage; paid time off; retirement savings options; wellness programs; and more.

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state, and local laws.