IT System Administrator - Milwaukie, OR

EyeHealth Northwest•Milwaukie, OR
•Onsite

About The Position

The IT System Administrator is primarily responsible for day-to-day administration of Microsoft 365, Active Directory, and Entra ID, and serves as the lead technician for the Active Directory forest/domain. Reporting to the IT Director, the role works closely with IT staff to keep systems effective for a large medical practice with multiple locations. The position includes server-level hardware installation, resolution of complex technical issues, and recommendations to the IT Director and other team members. The role supports Microsoft and Windows infrastructure, including Exchange Online, Hyper-V, Windows Server, Windows 11, and hybrid Active Directory environments. It also supports helpdesk operations, server and workstation lifecycles, business and clinical applications, and infrastructure projects in partnership with the IT Engineering team. The administrator maintains system documentation and ensures solutions comply with corporate and HIPAA guidelines, established change-management processes, and availability needs. This position has no supervisory responsibility, but assists with orientation and training of other practice employees. Most work is performed in a general office environment. Local travel by car is required, and flexible scheduling may include evenings, weekends, and occasional extended hours to avoid disruption to clinic operations.

Requirements

  • At least 2 years of experience in IT systems engineering and administration.
  • At least 2 years of industry experience with Microsoft products.
  • Experience evaluating and recommending technical solutions to meet business needs.
  • Demonstrated knowledge of Active Directory and Group Policy for hybrid connectivity among Microsoft 365, Azure, on-premises domain controllers, and clients.
  • Demonstrated knowledge of Microsoft Exchange and Microsoft 365 roles, features, and improvements, including mail flow, archiving, managed availability, GUI and shell administration, and integration with other Microsoft products.
  • Demonstrated knowledge of connecting end users to Exchange through Outlook on PC, web, and mobile devices.
  • Strong written and verbal communication skills, customer-service ability, and ability to explain technical concepts plainly.
  • Ability to work independently, meet deadlines, adapt to changing needs, and take accountability for work.
  • Collaborative workstyle and willingness to share knowledge and develop team best practices.
  • Strong problem-solving skills, creativity, flexibility, and curiosity.
  • Current, valid driver’s license in the state of residence and ability to travel locally by car.
  • Ability to work flexible schedules, including evenings, weekends, and occasional extended hours.
  • Ability to occasionally lift, push, pull, or carry objects and equipment weighing up to 80 pounds.
  • Manual and finger dexterity needed to perform daily duties.

Nice To Haves

  • Bachelor’s degree in Computer Science or Information Systems preferred.
  • Advanced knowledge of Active Directory architecture and infrastructure, including LDAP, directory replication, Group Policy, security, and schema changes.
  • Strong knowledge of DNS, DHCP, Kerberos, and Windows Authentication.
  • Experience with scripting or programming languages and PowerShell.
  • Understanding of archiving, eDiscovery, auditing, and mobile device management.
  • Experience with Exchange backup and recovery and exposure to SharePoint, OneDrive for Business, and Teams.
  • Current Windows Server certifications, such as MCSA or MCSE.
  • Equivalent combinations of education, experience, and training may provide the knowledge, skills, and abilities needed for the job.

Responsibilities

  • Administer Microsoft 365, Active Directory, and Entra ID, including Exchange Online mailboxes, distribution groups, and AD integrations.
  • Serve as the primary administrator for the Microsoft Active Directory forest/domain and partner with IT Engineering on complex infrastructure projects and architectural changes.
  • Respond to helpdesk tickets and calls involving company software and hardware, including printing, installation, word processing, email, operating systems, and area networks, on-site or remotely.
  • Assist with operation and maintenance of Microsoft Hyper-V virtualization environments.
  • Support Windows Server 2012 R2, 2019, 2022, and 2025, and Windows 11 in a hybrid Active Directory environment.
  • Coordinate with vendors and help administer shared AD direct trusts in an AWS environment.
  • Install, set up, configure, and decommission physical and virtual servers; manage their hardware and software lifecycles.
  • Troubleshoot and resolve complex technical issues, including Windows 11 desktop and application issues.
  • Conduct root cause analysis of critical outages and incidents, recommend corrective actions, and coordinate long-term solutions with IT Engineering.
  • Identify process improvements and participate in projects involving Microsoft 365, Active Directory, and related infrastructure.
  • Maintain advanced knowledge of Microsoft 365, Entra ID, and Active Directory and recommend improvements to efficiency, security, and user experience.
  • Maintain systems documentation, SOPs, system architecture guides, and diagrams in accordance with organizational policies and standards.
  • Ensure engineered solutions comply with corporate and HIPAA guidelines and support high availability and system dependability.
  • Contribute to the design, implementation, configuration, and optimization of IT systems with IT Engineering.
  • Follow established change-management processes for production changes and schedule and implement updates to minimize disruption to clinic operations.
  • Administer and maintain Group Policy, workstation management standards, software deployment, and Windows endpoint security policies.
  • Participate in workstation lifecycle management, including imaging, deployment, hardware replacement, operating system upgrades, and advanced troubleshooting.
  • Use PowerShell and other administrative tools to automate routine tasks, generate reports, and improve operational efficiency.
  • Coordinate with software vendors and internal stakeholders to support business and clinical applications and their infrastructure dependencies.
  • Assist with orientation and training of practice employees.
  • Perform other duties necessary or desirable to support patients, the department, or the company.
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