If you’re the kind of person who likes building clean, repeatable server environments and keeping them healthy under real-world pressure, this role is right in your lane. You’ll own Windows-heavy infrastructure work across on-prem and Azure, with a strong mix of provisioning, patching, monitoring, backup, security hardening, and Tier III support.
About CVS Health
CVS Health is a leading health solutions company working to make care more connected, convenient, and compassionate. This role supports infrastructure operations and projects that keep critical systems stable, secure, and scalable.
Schedule
- Full-time, 40 hours per week
- Remote
- Application window expected to close: 01/27/2026
What You’ll Do
- Engineer and provision infrastructure solutions for project and operational needs
- Install new or rebuild existing servers (on-prem and cloud), including:
- Hardware and peripherals
- Services and system settings
- Directories, storage, and standards-based configurations
- Install and configure systems supporting:
- EMR and cloud infrastructure applications
- Asset management applications
- Develop and maintain installation and configuration procedures
- Contribute to and maintain system standards
- Research and recommend innovative, automated approaches to system administration
- Perform daily monitoring to verify integrity and availability of:
- Hardware
- Server resources
- Systems and key processes
- Logs, backups, and scheduled jobs
- Perform security monitoring to identify possible intrusions
- Perform vulnerability remediation for cloud and on-prem server infrastructure
- Run daily backup operations using Azure Backup
- Create, update, and delete user accounts as requested
- Provide Tier III support, including investigation and troubleshooting
- Repair and recover from hardware or software failures and communicate impacts
- Apply OS patches and upgrades using Azure Patch Management
- Upgrade and configure software supporting EMR, cloud infrastructure, or asset management needs
- Produce performance reporting for capacity planning
- Perform performance tuning, hardware upgrades, and resource optimization
- Configure CPU, memory, and disk partitions as required
- Maintain data center environmental and monitoring equipment
- Handle other duties as assigned
What You Need
- 3+ years of Windows Server administration experience
- 3+ years of DNS and Active Directory management experience
- 2+ years of Microsoft Azure experience deploying resources such as:
- Virtual machines
- Storage accounts
- 2+ years of Microsoft Entra ID experience
- 2+ years of certificate management experience
- Associate’s degree required (Bachelor’s preferred)
Preferred
- Linux server administration experience
- Nerdio experience
- DigiCert experience
- GoDaddy experience
- RMM package deployment experience
- Experience across Windows Server versions: 2016, 2019, 2022
- Azure Virtual Desktop host pool and application configuration experience
- IIS experience
- SQL experience (2016, 2019)
- Experience with tools/tech such as:
- VMware vCenter 6.0+
- VMware vSAN 6.0
- Citrix ADC
- CrowdStrike
- Tenable
- Sumo Logic
- MCSE or MCSA (preferred)
- Strong PC skills (Microsoft Office, Google Docs)
- Ability to evaluate emerging tech and recommend business-friendly solutions
- Knowledge of data center environments, hosting services, networks, and SaaS
- Ability to document server physical and logical topology
Benefits
- Pay range: $64,890–$173,040 (actual offer depends on experience, education, geography, and other factors)
- Eligible for CVS Health bonus, commission, or short-term incentive program in addition to base pay
- Affordable medical plan options
- 401(k) with matching company contributions
- Employee stock purchase plan
- No-cost programs, including:
- Wellness screenings
- Tobacco cessation
- Weight management
- Confidential counseling
- Financial coaching
- Paid time off
- Flexible work schedules (where eligible)
- Family leave and dependent care resources
- Colleague assistance programs
- Tuition assistance and more (depending on eligibility)
One honest note: this is a “keep the lights on and make it better” infrastructure job. If your resume leans more help desk than server admin, you’ll feel exposed fast. If you’ve actually owned patching, backups, AD/DNS, certs, and Azure VM deployments end-to-end, you’ll be solid.
Happy Hunting,
~Two Chicks…