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Ccgmag

Lead Director Engineering, SRE - Retail & Pharmacy

Ccgmag, Boston, Massachusetts, us, 02298

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At CVS Health, we're building a world of health around every consumer and surrounding ourselves with dedicated colleagues who are passionate about transforming health care.

As the nation's leading health solutions company, we reach millions of Americans through our local presence, digital channels and more than 300,000 purpose‑driven colleagues – caring for people where, when and how they choose in a way that is uniquely more connected, more convenient and more compassionate.

And we do it all with heart, each and every day.

The Lead Director Engineering – SRE, Retail & Pharmacy provides leadership in ensuring the reliability, availability, observability, and scalability of distributed store technology – including pharmacy platforms, Point of Sale (POS) systems, handheld devices, store servers, dispensing locations and connectivity infrastructure.

This role requires strong leadership, strategic planning, and technical expertise in managing complex systems, incident response, compliance, and creating a culture of continuous improvement.

It is also responsible for coordinating with stakeholders to drive operational excellence, modernise monitoring and automation capabilities, and establish real‑time visibility into store health, enabling proactive incident prevention and rapid resolution.

What You Will Do:

Lead a global team of technical professionals, providing guidance, mentorship, and support to ensure their success and professional growth

Align SRE strategies with enterprise goals, delivering resilient technology that enables world‑class customer and patient experiences

Execute on a multi‑year roadmap for observability, automation, and reliability improvements across distributed store environments

Define and implement standardization and process improvements across the SRE organisation

Define and maintain Service Level Indicators (SLIs), Service Level Objectives (SLOs), and business KPIs to measure and enhance system reliability for critical store applications

Build and optimise dashboards, visualisations 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‑based metrics to cross‑functional teams and senior leadership

Develop and implement strategic communication plans to support organisational goals, ensuring alignment with business objectives and stakeholder needs

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 organisation

Contribute to long‑term planning, technology adoption strategies and innovation initiatives to drive digital modernisation efforts

Minimum Qualifications:

10+ years of experience with cloud platform technologies such as AWS, Microsoft Azure, Google Cloud

8+ years of experience in a technical leadership or people management role, with a proven ability to lead and grow technical teams, particularly within SRE or large‑scale reliability organisations

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 strongly preferred)

5+ years of experience in container orchestration (Kubernetes) and using monitoring tools (Dynatrace, AppDynamics, Prometheus, Splunk, Grafana, etc.)

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 (technical and non‑technical)

Experience leading performance reviews, career development planning and team capacity management

Mastery of incident management, observability, automation and operational excellence practices

Adept at resource planning, programme delivery and change leadership at enterprise scale

Adept 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), containerisation (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 in using experience, feedback tools like Quantum Metrics, Medalia, Adobe analytics to understand business KPIs customer

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 The typical pay range for this role is:

$144,200.00 – $288,400.00

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 programme in addition to the base pay range listed above. This position also includes an award target in the company’s equity award programme.

Great benefits for great people We take pride in our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:

Affordable medical plan options,

a

401(k) plan

(including matching company contributions) and an

employee stock purchase plan .

No‑cost programs for all colleagues

including wellness screenings, tobacco cessation and weight management programmes, confidential counselling and financial coaching.

Benefit solutions that address the different needs and preferences of our colleagues

including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programmes, tuition assistance, retiree medical access and many other benefits depending on eligibility.

For more information, visit https://jobs.cvshealth.com/us/en/benefits

We anticipate the application window for this opening will close on: 01/30/2026

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

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