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Posted Jun 24, 2026

Windows System Administrator

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Position Summary We are seeking a Systems Administrator to join our Infrastructure team in a contract-to-hire capacity. This individual will support a large enterprise server environment consisting primarily of Windows servers with a smaller Red Hat Linux footprint. The role will be responsible for server patching, operating system upgrades, infrastructure support, ticket resolution, and participation in maintenance activities and on-call support. This position follows a unique Sunday–Thursday schedule to support planned maintenance windows and infrastructure initiatives while collaborating closely with the engineering team throughout the week. Schedule • Sunday: 10:00 AM – 7:00 PM EST • Monday – Thursday: 8:00 AM – 5:00 PM EST • Remote opportunity • Participation in an evening on-call rotation may be required Key Responsibilities • Perform scheduled server maintenance, patching, and remediation activities during designated Sunday maintenance windows. • Execute operating system upgrade projects, including migration efforts from Windows Server 2016 to Windows Server 2022. • Administer and support a large-scale server environment of approximately 2,000+ servers. • Manage and support Windows Server infrastructure (approximately 95% of the environment). • Provide support for Red Hat Linux servers within the enterprise environment. • Investigate, troubleshoot, and resolve infrastructure-related tickets and incidents. • Deploy security patches and ensure compliance with organizational security standards. • Collaborate with infrastructure and operations teams to plan, coordinate, and execute maintenance activities. • Utilize monitoring, security, and remote access technologies, including Zscaler. • Document procedures, configurations, and maintenance activities. • Participate in after-hours support and on-call rotation as needed. Required Qualifications • 4+ years of Systems Administration or Infrastructure Support experience. • Strong experience administering Windows Server environments. • Experience performing server patching, maintenance, and operating system upgrades. • Knowledge of Active Directory, Group Policy, DNS, DHCP, and core Microsoft infrastructure technologies. • Experience troubleshooting server, operating system, and infrastructure issues. • Familiarity with enterprise ticketing systems and incident management processes. • Understanding of security best practices and vulnerability remediation. • Ability to work independently in a remote environment and manage maintenance activities with minimal supervision. Preferred Qualifications • Experience supporting Red Hat Enterprise Linux (RHEL) servers. • Experience with enterprise-scale server environments. • Familiarity with Zscaler or similar security platforms. • Experience participating in infrastructure on-call rotations. • Exposure to automation and scripting technologies such as PowerShell.