Technical Lead - Observability Operations

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.

POSITION SUMMARY

CVS HEALTH is currently seeking an experienced and highly skilled Technical Lead for our Observability Operations team. This critical role will drive the architecture, automation, and continuous advancement of enterprise-grade observability and event management platforms at scale. You will lead efforts to modernize telemetry collection, streamline observability-as-code practices, and embed AIOps capabilities into core operational workflows.

As the Technical Lead, you will architect, engineer, optimize, and support our modern observability platforms, leveraging modern observability solutions such as AppDynamics, Grafana Stack, Splunk, and numerous custom observability solutions. By leveraging solutions like Ansible, Jenkins, and GIT, you will be leveraging automation and observability-as-code to help scale our operational capability.

You will partner with Operations teams to integrate and correlate data and events from network, storage, compute and middleware observability solutions to enhance observability, reduce mean time to detect and resolve incidents, and improve proactive issue prevention. The successful candidates will provide technical direction and guidance for our observability operations and play a key role in ensuring our observability solutions meet the current and future needs of CVS Health’s dynamic environment.

What we expect of you -

L ead Automation-First Strategy : Define and execute a roadmap to automate observability deployment, configuration, and lifecycle management using infrastructure-as-code and observability-as-code principles.

Streamline Operational Workflows : Eliminate manual processes by engineering intelligent workflows, including self-service provisioning, automated health checks, and event-driven incident remediation.

Orchestrate Telemetry & Platform Modernization : Automate the ingestion, normalization, and correlation of telemetry data (metrics, logs, traces) across hybrid and multi-cloud environments. Transition legacy observability tooling to modern platforms through automated migration frameworks.

Engineer Self-Healing Capabilities : Design and implement automated remediation and recovery actions for known failure scenarios using tools such as Ansible, SCCM, PowerShell, and ServiceNow workflows.

Enable CI / CD and GitOps for Observability : Integrate observability deployment and configuration into CI / CD pipelines. Leverage Git-based workflows to support consistent, version-controlled platform management.

Support Custom Solutions : Maintain and enhance homegrown observability tools and integrations, particularly those built in C# or other object oriented applications, ensuring they scale with business needs and integrate seamlessly into the automated ecosystem.

Promote Observability as Code : Drive adoption of code-first observability strategies through reusable templates, automation libraries, and documentation. Embed instrumentation and alerting directly into the SDLC.

Agile Collaboration :

Utilize tools like Jira, Jira Align, and ServiceNow to manage sprints, backlogs, and releases. Track bugs, tasks and user stories to illustrate progress.

Mentor and Influence Across Teams : Provide technical leadership to engineers and operational partners. Evangelize automation best practices and observability automation patterns across the organization.

REQUIRED QUALIFICATIONS

7+ years of experience in automation engineering, observability, or SRE roles

6+ years of experience with automation tools such as Ansible, SCCM, Jenkins, Git, and scripting languages (Python, Bash, PowerShell)

6+ years of experience in engineering automation for telemetry collection, alerting, and event handling at scale

3+ years of experience with Observability / Log tools (example : AppDynamics, Splunk, etc)

3+ years of experience supporting or extending homegrown tools in C# or similar object-oriented languages

3 + years of experience in infrastructure-as-code and GitOps principles in enterprise environments

3+ years of experience in enterprise IT environments, including cloud, on-premises, and hybrid infrastructure

2+ years of experience in Jira, Jira Align, ServiceNow, and other collaboration tools.

PREFERRED QUALIFICATIONS

Enterprise-Scale Automation Experience : Proven track record of designing and implementing automation solutions across large-scale environments (e.g., 10,000+ servers, hybrid or multi-cloud infrastructure).

CI / CD and GitOps Expertise : Experience integrating observability tooling and automation scripts into CI / CD pipelines (Jenkins, GitLab CI, Azure DevOps), and using GitOps frameworks for configuration and deployment management.

Infrastructure as Code (IaC) : Proficient in building infrastructure provisioning templates using Terraform or Ansible, with a focus on modular, reusable, and secure patterns.

Advanced Scripting and Tooling : Strong programming or scripting ability in Python, PowerShell, or Go, with the ability to build automation frameworks, not just individual scripts.

AIOps and Event Intelligence : Experience implementing AIOps tools (e.g., Servicenow ITOM) for automated event correlation, noise reduction, and predictive alerting.

Cloud-Native Observability & Automation : Familiarity with Kubernetes observability (e.g., kube-prometheus-stack, FluentBit, Loki), cloud-native instrumentation via OpenTelemetry, and service mesh monitoring (e.g., Istio).

Custom Solution Development : Experience supporting or enhancing custom-built internal observability platforms written in C#, or other object oriented languages, including integration with APIs, dashboards, and event pipelines.

ITSM and Workflow Automation : Knowledge of ServiceNow or equivalent ITSM platforms, especially in automating incident creation, routing, and remediation using orchestration and playbooks.

Security & Compliance Automation : Familiarity with integrating observability automation with compliance and audit requirements, including automated validation of logging, alerting, and retention policies.

Cross-Functional Leadership : Ability to influence engineering, operations, and security teams to adopt automation-first approaches. Experience mentoring junior engineers and leading communities of practice is a plus. Excellent problem-solving skills and the ability to lead in high-urgency, high-complexity environments

EDUCATION

Bachelor degree from accredited university or equivalent work experience (HS diploma + 4 years relevant experience)

BUSINESS OVERVIEW

Bring your heart to CVS Health Every one of us at CVS Health shares a single, clear purpose : Bringing our heart to every moment of your health. This purpose guides our commitment to deliver enhanced human-centric health care for a rapidly changing world. Anchored in our brand — with heart at its center — our purpose sends a personal message that how we deliver our services is just as important as what we deliver. Our Heart At Work Behaviors™ support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient and affordable. We strive to promote and sustain a culture of diversity, inclusion and belonging every day. CVS Health is an affirmative action employer, and is an equal opportunity employer, as are the physician-owned businesses for which CVS Health provides management services. We do not discriminate in recruiting, hiring, promotion, or any other personnel action based on race, ethnicity, color, national origin, sex / gender, sexual orientation, gender identity or expression, religion, age, disability, protected veteran status, or any other characteristic protected by applicable federal, state, or local law. We proudly support and encourage people with military experience (active, veterans, reservists and National Guard) as well as military spouses to apply for CVS Health job opportunities

Pay Range

The typical pay range for this role is :

$130,295.00 - $260,590.00

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

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

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 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.

For more information, visit

We anticipate the application window for this opening will close on : 10 / 08 / 2025

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

We are an equal opportunity and affirmative action employer. We do not discriminate in recruiting, hiring, promotion, or any other personnel action based on race, ethnicity, color, national origin, sex / gender, sexual orientation, gender identity or expression, religion, age, disability, protected veteran status, or any other characteristic protected by applicable federal, state, or local law.