Windows Administration Specialist, SRE Team

About the Role

The SRE team is responsible for platform stability, scalability, and resilience, bridging development and operations. The Windows Administration Specialist will maintain the health, security, and automation of Windows-based platforms and services.

Key Responsibilities

• Provide deep Windows platform expertise across multiple environments.
• Design, build, and maintain highly available and secure Windows Server environments in both on-premises and AWS ecosystems.
• Own and execute the Windows patch management lifecycle.
• Operate and optimize Ivanti (or equivalent) patching solutions.
• Automate Windows provisioning, configuration, patching, and compliance using PowerShell and infrastructure-as-code.
• Identify, prioritize, and resolve performance, stability, and security issues across Windows workloads.
• Establish observability best practices for Windows systems, including event monitoring, alerting, and incident response.
• Partner with SREs, platform engineers, and application teams to improve the reliability of Windows-hosted services.
• Improve CI/CD integration for Windows-based applications, build agents, and supporting services.
• Drive continuous improvement in Windows hardening, patch posture, and vulnerability management.
• Document standards, mentor peers, and promote automation-first thinking.

Requirements & Tech Stack

• Strong hands-on experience with Windows Server administration (2016/2019/2022).
• Proven experience managing Windows Server patching at scale in enterprise environments.
• Hands-on experience with Ivanti patch management (highly desirable) or similar enterprise patching platforms (WSUS, SCCM/MECM, etc.).
• Solid understanding of patch compliance, vulnerability remediation, and maintenance window strategies.
• Proficiency in PowerShell scripting for automation.
• Experience managing Windows workloads in AWS (EC2, AMIs, Systems Manager, patch baselines).
• Familiarity with configuration management and IaC tools (e.g., Terraform, CloudFormation, DSC, Ansible).
• Experience integrating Windows workloads into CI/CD pipelines (Buildkite, Jenkins, or similar).
• Working knowledge of observability and logging platforms such as Datadog, Dynatrace, Splunk, or Sumo Logic.
• Understanding of Windows security hardening and compliance frameworks.
• Strong Linux fundamentals are a plus.
• Familiarity with ServiceNow or similar ITSM tools is advantageous.