About The Position

We are seeking an experienced Systems Administrator to own the day-to-day operation, security, and reliability of our Windows-based, hybrid-cloud IT environment. This is a hands-on senior role responsible for Active Directory and identity, Microsoft 365 / Entra ID, server and endpoint management, security hardening, monitoring, co-managed network infrastructure, and backup/disaster recovery across a multi-site organization (~30 locations). The ideal candidate has deep Windows Server and Active Directory expertise, a security-first mindset, and the discipline to document and change-manage their work. The IT Department at Racker supports service delivery for individuals with disabilities of all ages. This hard working team makes a difference by sustaining and enabling critical services in our community.

Requirements

  • 4+ years of Windows Systems Administration in a production environment.
  • Deep, hands-on Active Directory expertise: GPO, DNS, DHCP, replication, FSMO, and AD security.
  • Strong PowerShell scripting/automation skills.
  • Solid Microsoft 365 / Entra ID administration experience (Exchange Online, Conditional Access, MFA).
  • Working knowledge of Windows Server, Hyper-V, and core networking (DNS, DHCP, VPN, firewalls).
  • Security fundamentals: hardening, least privilege, certificate/PKI basics, and patch management.
  • Comfort with version control (Git) and documentation discipline.

Responsibilities

  • Administer on-prem Active Directory: domain controllers, replication health, FSMO roles, Sites & Services, DNS, and Group Policy (design, testing, and staged fleet rollout).
  • Manage hybrid identity: Entra Connect sync, ADFS, hybrid Azure AD join, and troubleshooting (e.g., PRT acquisition, device state).
  • Administer Microsoft 365 / Entra ID: user lifecycle, licensing, Conditional Access, MFA enforcement, and Privileged Identity Management (PIM).
  • Maintain service-account hygiene, privileged-group reviews, and least-privilege access.
  • Drive security hardening initiatives.
  • Remediate penetration-test findings and apply security baselines.
  • Manage Windows Firewall policy centrally via GPO; maintain internal PKI/certificate lifecycle.
  • Maintain audit trails and operator attribution for sensitive actions.
  • Manage the Hyper-V virtualization fleet, server lifecycle, and storage.
  • Administer multi-site network infrastructure: Fortigate VPN tunnels, UniFi wireless/switching, DHCP/DNS.
  • Plan and deploy Windows Updates fleet-wide; monitor and orchestration.
  • Own backup and disaster recovery: validate jobs, manage retention, and test restores.
  • Operate and tune the Graylog SIEM and event-log pipeline; triage alerts across security platforms.
  • Develop and maintain PowerShell automation.
  • Maintain and extend internal operations tooling (custom dashboard, scheduled/automated reporting).
  • Use Azure DevOps for source control, CI/CD pipelines, work tracking, and documentation.
  • Maintain operational runbooks, change logs, and a knowledge-base wiki.
  • Follow a methodical, change-managed approach for high-risk changes (audit → stage → validate).
  • Provide escalation support for endpoint, identity, email, and access issues; partner with help-desk operations on SLA-tracked tickets.

Benefits

  • A continuum of health care options for families and individuals
  • Funding and time for continuing education
  • Retirement investment with employer match
  • Paid vacation for school holidays and breaks
  • Paid sick time
  • A 20% discount on childcare services for children/grandchildren of full time staff
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