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 -

• Lead 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