IT System Administrator - Milwaukie
Listed on 2026-09-07
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IT/Tech
Systems Administrator, Windows Server
Job Details
Job Location:
Milwaukie - Milwaukie, OR 97222
Summary
The Systems Tech is primarily responsible for the day-to-day administration of Microsoft O365 and Active Directory and serves as the lead technician for the Active Directory forest/domain. Reporting to the IT Director, this role collaborates frequently with other IT staff to ensure that all IT systems are optimized to serve the needs of a large medical practice with multiple disparate locations.
The individual in this role is expected to perform hardware installation at the Server level, troubleshoot and resolve complex technical issues, and develop informed suggestions and solutions to the IT Director and other team members.
This position does not have supervisory responsibility but will assist with orientation and training of other practice employees.
Primary Duties and Responsibilities- Primarily responsible for the day-to-day administration of Microsoft 365, Active Directory, Entra .
- Create, configure, and maintain Exchange Online mailboxes, distribution groups, and AD integrations.
- Respond to Helpdesk tickets and calls supporting company computer software and hardware operations, including printing, installation, word processing, e-mail, operating systems, and area network on-site or remotely.
- Serve as the primary administrator for the Microsoft Active Directory forest/domain, partnering with the IT Engineering team on complex infrastructure projects and architectural changes.
- Assist in the operation and maintenance of Microsoft Hyper-V virtualization environments.
- Support Windows Server 2012R2/2019/2022/2025 and Windows 11 in a hybrid Active Directory environment.
- Coordinate with key vendors and help administer our shared AD direct trusts in an AWS environment.
- Perform hardware installations at the Server level, making sure to install, setup, configure and decommission physical and virtual servers appropriately to meet company needs.
- Manage the hardware and software life cycles of physical and virtual servers.
- Effectively troubleshoot and resolve complex technical issues, including desktop and application issues on Windows 11.
- Perform root cause analysis of critical outages and incidents, recommend corrective actions, and coordinate with IT Engineering to implement long-term solutions.
- Collaborate with the IT Engineering team to identify process improvements and participate in implementation projects involving Microsoft 365, Active Directory, and related infrastructure systems.
- Maintain advanced knowledge of Microsoft 365, Entra , and Active Directory technologies and provide recommendations to improve operational efficiency, security, and user experience.
- Maintain systems documentation and guides, including SOPs and System Architecture Guides and Diagrams, and ensure they adhere to organizational policies and standards.
- Ensure all engineered solutions are in compliance with corporate and HIPAA guidelines and are designed to maintain highest availability and system dependability.
- Contribute to the design, implementation, configuration, and optimization of IT systems in partnership with the IT Engineering team.
- Ensure that all changes to production systems follow established Change Management process.
- Schedule and implement changes and updates to systems at times and in ways that minimize disruption of clinic operations.
- Administer and maintain Group Policy, workstation management standards, software deployment, and security policies across Windows endpoints.
- Participate in workstation lifecycle management including imaging, deployment, hardware replacement, operating system upgrades, and advanced troubleshooting.
- Utilize Power Shell 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 underlying infrastructure dependencies.
Other duties which may be necessary or desirable to serve the patient and support the success of the department or the company overall.
QualificationsEducation and/or Experience ;
Certificates, Licenses, and Registrations (Minimum Requirements)
- Bachelor’s Degree in Computer Science or Information Systems preferred
- 2+ years of experience in IT systems engineering and administration.
- Experience evaluating and recommending technical solutions to meet business needs.
- 2+ years of industry experience with Microsoft products.
- An equivalent combination of education, experience, and training that would provide the knowledge, skills, and abilities required for the successful performance of the essential job duties.
Skills and Abilities
- Demonstrated knowledge of Active Directory and Group Policy for hybrid connectivity between O365, Azure, and on-premises domain controllers and clients.
- Demonstrated knowledge of the roles and features, as well as improvements in Microsoft Exchange/O365 including mail flow, archiving, managed…
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