Senior Windows Systems Engineer, Admin

• Administer, maintain, and support Windows Server environments across versions 2012 R2 through 2025.
• Manage the full Windows Server lifecycle, including installation, configuration, upgrades, patching, performance tuning, troubleshooting, and decommissioning.
• Monitor server health, performance, capacity, and availability and proactively address infrastructure issues.
• Plan and execute server upgrades, migrations, maintenance, and infrastructure changes.
• Administer enterprise Active Directory and Microsoft Entra /Azure Active Directory.
• Manage users, groups, permissions, organizational units, authentication, Group Policy, DNS, DHCP, file systems, and print servers.
• Administer Microsoft 365, Microsoft Exchange, and Exchange Online.
• Support Microsoft 365 and Exchange users, licensing, permissions, mailboxes, groups, migrations, upgrades, and service-impacting incidents.
• Administer Microsoft Azure environments and support identity, access, security, configuration, and on‑premises integration.
• Administer Microsoft Hyper-V and support VMware environments, including potential VMware-to-Hyper-V migrations.
• Configure, administer, and troubleshoot Microsoft IIS and SFTP environments.
• Participate in infrastructure upgrades, migrations, deployments, and technical projects.
• Apply security, patching, and system‑management standards.
• Provide senior‑level technical support, guidance, and mentoring.
• Coordinate technical activities across a small team when required.
• Prioritize incidents, service requests, maintenance activities, and project requirements.
• Maintain technical documentation, configurations, procedures, and change records.
• Use Service Now or other service‑management platforms to manage incidents, requests, changes, and technical work.

• Minimum 10 years of hands‑on experience supporting Windows Server environments.
• Advanced experience administering Windows Server across physical and virtual infrastructure.
• Strong experience with Active Directory and Microsoft Entra /Azure Active Directory.
• Advanced Microsoft 365 and Exchange/Exchange Online administration experience.
• Strong Microsoft Azure administration experience.
• Hands‑on experience with Group Policy (GPO), DNS, DHCP, Print Servers, and Windows File Systems.
• Experience configuring and administering IIS.
• Experience with SFTP setup and administration.
• Strong virtualization experience, particularly Microsoft Hyper-V.
• Experience administering VMware environments.
• Strong troubleshooting, analytical, and problem‑solving capabilities.
• Ability to manage complex technical issues through resolution.
• Experience providing technical direction or coordinating engineers and administrators.
• Ability to work independently and take ownership of complex technical problems.
• Strong written and verbal communication skills.
• Ability to communicate technical issues clearly to technical and non‑technical stakeholders.
• Strong attention to documentation, security, operational standards, and change management.
• Bachelor’s degree in Computer Science, Engineering, Information Technology, or related technical field, or equivalent relevant professional experience.
• Occasional after‑hours responsibilities may be required.
• Master’s degree is preferred, not required.
• Service Now, VMware-to-Hyper‑V migration, hybrid Microsoft environment, team leadership, and relevant infrastructure certifications are preferred or assets.

Demonstrates extensive expertise in administering and supporting Windows Server environments, including advanced skills in Active Directory, Microsoft 365, and Azure administration. Proven ability to manage complex technical issues, provide senior‑level support, and coordinate technical activities within a team.

• Windows Server Administration
• Active Directory Management
• Microsoft 365 Administration
• Microsoft Azure Administration
• Virtualization with Hyper‑V

• Windows Server Lifecycle Management
• Group Policy Administration
• DNS Configuration
• DHCP Management
• Print Server Administration
• IIS Configuration
• SFTP Administration
• Troubleshooting and Problem Solving
• Performance Tuning
• Technical Documentation

• Strong Communication Skills
• Analytical Skills
• Attention to Detail
• Team Leadership
• Ownership of Technical Problems

• Infrastructure Certifications
• Relevant Technical Certifications

• Hybrid Microsoft Environment
• Technical Direction
• Change Management
• Operational Standards
• Incident Management

• Service Now
• Microsoft Entra
• Exchange Online
• VMware
• Microsoft Hyper‑V