Senior Remote AD & Windows Server Admin

CAI; Madison (WI); Remote; USD 69,000 - 79,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

401k retirement plan

Paid time off

Job summary

CAI is seeking an experienced Server Administrator to join a remote-friendly team. The role focuses on Active Directory, Group Policy, PowerShell scripting, and Windows Server lifecycle management at an enterprise scale.

The candidate will work with the Server Operations Team Manager, log work in Azure DevOps, and help automate tasks while maintaining CIS benchmarks and security controls.

Qualifications

• 5+ years of experience with Active Directory: domain services, replication, delegation, permissions, and domain controller troubleshooting
• 5+ years of experience with Group Policy: design, scoping, filtering, troubleshooting, and change control in large environments
• 5+ years of experience with PowerShell: modules, error handling, remote execution, scheduled/unattended scripts, and AD/GPO automation
• 3+ years of experience implementing CIS benchmarks (or equivalent hardening baselines) on Windows endpoints via GPO and scripting
• 5+ years of experience in Windows Server administration and lifecycle management, including build, patching, upgrading, and decommissioning
• Experience documenting work in real-time, including SOPs, runbooks, and change records
• Experience working with a tracked work queue (e.g., Azure DevOps boards) and formal service request/change control processes

Responsibilities

• Execute the Active Directory, Group Policy, and permissions work backlog, including GPO creation, modification, testing, and retirement, as well as delegation and access changes
• Implement CIS baselines through GPO and scripted remediation, based on analysis and direction from the Senior Server Administrator
• Design, write, and maintain PowerShell scripts for administration, automation, auditing, remediation, and reporting across endpoints and Active Directory
• Identify repetitive operational tasks and develop automation solutions to replace manual procedures with tested, documented scripts
• Manage the Windows Server lifecycle at enterprise scale, including build, configuration, patching, upgrading, troubleshooting, and decommissioning
• Work on tasks as assigned and prioritized by the Server Operations Team Manager, including work routed through the Senior Server Administrator or the Server Administrator under the Manager's oversight
• Log, update, and track all work items in Azure DevOps
• Process service requests and change controls through the Service Management tool, adhering to the team's change management process
• Store all work products and documentation in Azure DevOps, including scripts, code, GPO documentation, runbooks, and SOPs
• Cross-skill with the Senior Server Administrator to ensure AD/GPO and CIS knowledge is distributed across the team
• Adapt to additional on‑premises duties as team responsibilities are realigned, as directed by the Manager

Skills

Active Directory

Group Policy

PowerShell scripting

Windows Server lifecycle management

Azure DevOps

Automation

Documentation

Communication

Tools

GPO tooling

Job description

CAI is seeking an experienced Server Administrator to join a remote-friendly team. The role focuses on Active Directory, Group Policy, PowerShell scripting, and Windows Server lifecycle management at an enterprise scale.

The candidate will work with the Server Operations Team Manager, log work in Azure DevOps, and help automate tasks while maintaining CIS benchmarks and security controls.