Lead Director – Observability Engineering, CVS Health

CVS Health

Location:
United States

Category:
IT - Software Development

Contract Type:
Not provided

Salary:

144200.00 - 288400.00 USD / Year

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Job Description:

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.

Job Responsibility:

Program Development and Modernization –Develop a plan to rationalize and modernize observability platforms, delivering an efficient observability ecosystem that meets the unique needs of CVS Health
Spearhead technology enablement for the transition of services from numerous legacy platforms, improving operational visibility and predictability
This involves designing and implementing complex solutions to collect, process, and manage structured and unstructured data at massive scale, optimizing built and purchased platforms to ensure efficient and performant operations, and ensuring solutions align with the organization’s goals
Team Leadership and Mentoring: Provide guidance and leadership to the Observability Engineering team
This involves hiring and developing talent, mentoring and supporting team members, assigning tasks, and ensuring projects are on track
Foster collaboration and knowledge sharing within the team
Architecture and Design: Help define the overall architecture of the Observability environment, including observability standards, data models, integrations, and security controls
ensure our platforms are scalable, reliable, and aligned with best practices
Leverage open source and commercial software to deliver and maintain resilient, reliable, cost-effective platforms tailored to the needs of CVS Health
Project Management: Engage executives, department heads, and IT teams to plan, execute, and oversee Observability projects
This includes planning, coordinating, and overseeing systems implementation and service transition projects, managing project timelines and resources, and confirming that deliverables are met within budget and scope
This also involves communicating project progress to stakeholders
Stakeholder Management - Cultivate and maintain relationships with application owners ensuring our observability standards, products, and services continue to meet their evolving needs
Establish partnerships to identify opportunities for automation, innovation, and operational excellence

Requirements:

10+ years of experience Leading Software Development teams developing and managing applications for IT operations, SRE, logging and/or observability, with at least 5 years in a leadership role within a large enterprise (Fortune 100)
10 + years' of experience designing, developing, and implementing observability systems for large-scale, distributed systems, encompassing legacy and modern technologies
Experience leading a major logging and observability platform migration. Demonstrable experience building custom monitoring solutions
Proven experience building and implementing operational data models. Experience designing and deploying data lakes and data pipelines at massive scale in an enterprise environment. Experience with enterprise demand analysis, capacity planning, and performance engineering
Deep knowledge of, and experience with on-premises infrastructure, cloud infrastructure, and application architectures
Strong background in cloud-native technologies and architectures (e.g., Kubernetes, Docker, microservices) and an understanding of the unique challenges they pose to observability
Proven experience developing automation solutions and workflows for deployment, event correlation, and incident remediation
Experience and/or expertise with the following: Core Platforms & Languages: Python, Java, Javascript, XML, JSON - 5 years
Application Programming Interfaces (API): REST, SOAP - 5 years
Source Control: Github/GitOps - 5 years
Data Engineering, Data Lifecycle management, Big Data architectures -5 years

Nice to have:

Proven ability to own problems end-to-end, willingness to obtain any required knowledge to get the job done
Exceptional project and program management skills, with a proven track record of managing and prioritizing multiple simultaneous initiatives to successful completion
Outstanding communication and interpersonal skills, with the ability to effectively engage and influence stakeholders across all levels of the organization
Must be able to set goals and participate in strategic initiatives for a team
Extensive experience developing high performing teams and interfacing with all levels of the organization
Ability to participate in development of resource plans and structures, and influence organizational priorities
Knowledge of the healthcare industry's regulatory landscape, particularly in the context of data security and privacy, is desirable

What we offer:

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 programs, confidential counseling 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 programs, tuition assistance, retiree medical access and many other benefits depending on eligibility

Additional Information:

Job Posted:
July 23, 2025

Expiration:
December 31, 2025

Employment Type:

Fulltime

Work Type:

Remote work

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Lead Director – Observability Engineering