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Entry Level Windows Systems Administrator Jobs (NOW HIRING)

Amentum

Systems Administrator

Hanover, MD · On-site

The Windows Systems Administrator will be involved in the testing, preparation and deployment of Active Directory GPO's and RBAC as well as automated server and workstation imaging and patching ...

Pae

Systems Administrator

Hanover, MD · On-site

The Windows Systems Administrator will be involved in the testing, preparation and deployment of Active Directory GPO's and RBAC as well as automated server and workstation imaging and patching ...

Purple Hires Inc

Windows System Admin

Austin, TX · On-site

Windows System Admin is needed to lead and/or assist with enabling Windows Defender on roughly 100 ... on windows systems. Work may be during business hours and/or outside of business hours. Work ...

Judge Group, Inc.

Windows System Administrator

Omaha, NE · On-site

$55 - $60/hr

Windows System Administrator Location: Omaha, NE / Lincoln, NE (Onsite 5 Days) Duration: Contract ... You'll work with Windows systems, manage application web services, and monitor batch jobs to ensure ...

1 point system

Windows System Admin

Fort Mill, SC · Remote

Job Title Windows System Admin Location Remote Type of Hire Long term contract Required Skills: * Vulnerability Management * Tanium * Windows Admin * GPO * Package creation & deployments Job ...

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Entry Level Windows Systems Administrator information

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How much do entry level windows systems administrator jobs pay per year?

As of Aug 12, 2026, the average yearly pay for entry level windows systems administrator in the United States is $95,957.00, according to ZipRecruiter salary data. Most workers in this role earn between $79,000.00 and $110,500.00 per year, depending on experience, location, and employer.

What are some common challenges faced by entry level Windows Systems Administrators during their first year on the job?

Entry level Windows Systems Administrators often encounter challenges such as learning to efficiently troubleshoot unfamiliar system errors, managing time while juggling multiple support tickets, and adapting to the organization's specific network and security protocols. Balancing day-to-day maintenance tasks with urgent support requests can be demanding, especially when prioritizing issues for minimal disruption. However, most teams foster a collaborative environment, so asking questions and seeking guidance from more experienced admins is encouraged and can help build confidence and technical proficiency.

What is the difference between Entry Level Windows Systems Administrator vs Network Support Technician?

AspectEntry Level Windows Systems AdministratorNetwork Support Technician
CertificationsCompTIA A+, Microsoft Certified: Windows Server FundamentalsCompTIA A+, Cisco CCNA
Work EnvironmentServer rooms, data centers, IT departmentsHelp desks, client sites, network operations centers
Primary ResponsibilitiesManaging Windows servers, user accounts, system updatesTroubleshooting network issues, configuring routers/switches

Entry Level Windows Systems Administrators focus on managing and maintaining Windows server environments, while Network Support Technicians primarily troubleshoot and support network infrastructure. Both roles require foundational certifications and are common entry points in IT, but they differ in daily tasks and work settings.

What does an entry level Windows Systems Administrator do?

An Entry Level Windows Systems Administrator is responsible for assisting with the setup, configuration, and maintenance of Windows-based servers and workstations within an organization. Their duties often include monitoring system performance, installing updates, troubleshooting basic technical issues, and helping ensure the security of the IT environment. They usually work under the supervision of more experienced administrators and provide support to end-users as needed. This role is ideal for those starting a career in IT and looking to build foundational skills in system administration.

What are the key skills and qualifications needed to thrive as an entry level Windows Systems Administrator?

To excel as an Entry Level Windows Systems Administrator, a solid understanding of Windows operating systems, basic networking concepts, and troubleshooting skills—often supported by a relevant degree or coursework—is essential. Familiarity with Active Directory, PowerShell scripting, and foundational certifications like CompTIA A+ or Microsoft Certified: Windows Server Fundamentals is highly beneficial. Strong problem-solving abilities, attention to detail, and effective communication are standout soft skills for this role. These skills and qualifications are crucial for ensuring reliable system performance, quick issue resolution, and seamless collaboration within IT teams.
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Entry Level Windows Systems Administrator jobs near you
Infographic showing various Entry Level Windows Systems Administrator job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 85% Full Time, 9% Part Time, 4% Contract, and 1% Nights. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $95,957 per year, or $46.1 per hour.

Senior Windows Systems Administrator / Infrastructure Engineer

Serenity Info Tech, Inc.

Salem, OR • On-site

Other

This job post has expired today. Applications are no longer accepted.

Job description

Hi

Please find my direct client job requirement for your consideration.

Title: Senior Windows Systems Administrator / Infrastructure Engineer

Locations: Salem OR

Duration : 06 Months

Scope of Work:

The Oregon Department of Agriculture (ODA) is undertaking two major technology modernization initiatives: the Data Center Modernization (DCM) Project and the Mac to

Windows Transition Project. These projects establish the foundation for ODA's enterprise technology strategy by modernizing identity services, infrastructure, server environments,

endpoint management, and workstation platforms. ODA requires an experienced Systems Administrator to augment internal staff and provide technical expertise throughout these

initiatives while also assisting with operational support as needed.

III. Scope of Services

  • Support the Data Center Modernization and Mac to Windows Transition projects.
  • Administer Windows Server, Active Directory, Microsoft Entra ID, Microsoft 365, Azure, DNS, DHCP, and related infrastructure.
  • Support Microsoft Intune, Group Policy, endpoint management, Windows imaging, workstation deployment, and device lifecycle management.
  • Assist with server migrations, identity modernization, domain consolidation, and infrastructure modernization.
  • Develop and maintain technical documentation, standard operating procedures, and knowledge transfer materials.
  • Participate in testing, pilot deployments, production implementations, and troubleshooting.
  • Provide Tier III technical support and assist with day-to-day operational systems administration activities as assigned.
  • Coordinate with ODA staff, project managers, vendors, and stakeholders.
  • Perform other related systems administration duties necessary to support project and operational objectives.
  1. Deliverables

The Contractor shall provide:

  • Professional systems administration services in accordance with this Statement of Work.
  • A monthly status report summarizing work completed, significant accomplishments, issues or risks, and planned work for the following month.
  • A monthly invoice reflecting approved hours worked during the reporting period.

VII. Desired Qualifications

  • Windows Server administration
  • Active Directory and Microsoft Entra ID
  • Microsoft 365 administration
  • Microsoft Azure
  • Microsoft Intune
  • Group Policy
  • Enterprise Windows workstation deployment
  • PowerShell
  • DNS and DHCP
  • Technical documentation and troubleshooting
  1. Contractor Responsibilities
  • Perform services professionally and in accordance with ODA standards.
  • Maintain appropriate documentation.
  • Participate in project and operational meetings.
  • Communicate risks, issues, and dependencies promptly.
  • Follow all applicable security and confidentiality requirements.

Apply