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Entry Level Windows Server Administrator Jobs (NOW HIRING)

Hireblazer

Windows Systems Administrator

Austin, TX · Remote

$45 - $50/hr

Windows Systems Administrator Duration: 6 months Location: Remote - Texas-based candidates ... Minimum Candidate Characteristics: 5+ years administering Microsoft servers (including web and SQL ...

IPsoft Inc.

Windows Administrator

Chicago, IL

$45 - $56.50/hr

Diagnose and remediate issues with Windows Server Infrastructure, and related roles and features ... Administer VMware vSphere infrastructure and Hosted Guest Machines from Windows based ...

State of Washington

Server Administrator

Olympia, WA · On-site

$84K - $111K/yr

Work products are subject to review and approval by more senior server administrators, supervisors ... Three (3) years of experience workingspecificallyintheareaof Windows Active Directory ...

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+ windows servers. Admin will need to communicate with system owners, gather list of installed ...

Targa

Sr. Server Operations Administrator

Houston, TX · On-site

Administer and maintain enterprise Windows and Linux server environments. * Perform server provisioning, configuration, patching, and lifecycle management. * Support infrastructure standards and ...

State of Washington

Server Administrator

Olympia, WA · On-site

$84K - $111K/yr

Work products are subject to review and approval by more senior server administrators, supervisors ... Three (3) years of experience workingspecificallyintheareaof Windows Active Directory ...

IT America Inc

Windows Admin

Warren, NJ · On-site

$45.50 - $56.75/hr

Windows Admin Location: Warren, NJ Duration: CTH (6 Months to Hire) Interview: Face to Face (Must ... Excellent knowledge in troubleshooting Windows Server 2012/2016/2019/2022 OS-based performance ...

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Entry Level Windows Server Administrator information

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How much do entry level windows server administrator jobs pay per hour?

As of Aug 6, 2026, the average hourly pay for entry level windows server administrator in the United States is $42.48, according to ZipRecruiter salary data. Most workers in this role earn between $33.89 and $50.24 per hour, depending on experience, location, and employer.

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

AspectEntry Level Windows Server AdministratorNetwork Support Technician
CertificationsCompTIA Server+, Microsoft Certified: Windows Server FundamentalsCompTIA Network+, Cisco CCNA
Work EnvironmentData centers, server rooms, IT departments managing Windows serversHelp desks, network operations centers, troubleshooting network issues
Job FocusManaging and maintaining Windows Server environmentsSupporting and troubleshooting network hardware and connectivity
Common EmployersBusinesses with Windows-based infrastructure, IT service providersTelecom companies, ISPs, corporate IT support teams

While both roles support IT infrastructure, the Entry Level Windows Server Administrator primarily focuses on managing Windows servers, whereas the Network Support Technician handles network hardware and connectivity issues. The roles often overlap but differ in their core responsibilities and certifications.

What cities are hiring for Entry Level Windows Server Administrator jobs? Cities with the most Entry Level Windows Server Administrator job openings:
What are the most commonly searched types of Windows Server Administrator jobs? The most popular types of Windows Server Administrator jobs are:
Entry Level Windows Server Administrator jobs near you

Windows Server Upgrade Engineer/Admin

APN Software Services, Inc

Lutz, FL • On-site

Other

Re-posted 23 days ago

Job description

Core Windows Server Upgrade Skills

  • Proven experience performing inplace upgrades from Windows Server 2016 to 2019 and/or 2022
  • Strong understanding of Windows Server upgrade paths, edition compatibility, and licensing implications
  • Ability to assess and remediate preupgrade blockers (deprecated roles, drivers, legacy applications)
  • Handson experience reviewing and resolving setupact.log / setuperr.log issues
  • Knowledge of supported .NET, PowerShell, and role dependencies across Windows Server versions
  • Experience validating postupgrade OS health (services, roles, performance, event logs)

VMware vSphere & Virtual Machine Operations

  • Experience working with VMware vSphere / ESXi virtual machines
  • Ability to safely perform:
    • VM snapshots (preupgrade and rollback planning)
    • Disk space checks and expansion if required
    • VMware Tools verification and upgrades
  • Understanding of vCPU, memory, and virtual hardware compatibility with newer Windows Server versions

PreUpgrade Planning & Risk Mitigation

  • Ability to:
    • Run and interpret Windows Upgrade Readiness checks
    • Verify application and vendor support for target OS
    • Confirm backup validity and recovery options
  • Experience documenting:
    • Upgrade plans
    • Rollback procedures
    • Success criteria and validation steps
  • Familiarity with change management and maintenance window execution

Application & Role Awareness

  • Experience upgrading servers with common roles such as:
    • Active Directory Domain Services (nonFSMO or with coordination)
    • DNS / DHCP
    • IIS
    • File & Print Services
    • SQL Server (OS upgrade support validation)
  • Ability to identify workloads not suited for inplace upgrade and recommend alternatives

Security & Compliance Considerations

  • Understanding of TLS, cipher, and security baseline changes between Server 2016 and newer versions
  • Ability to validate:
    • Antivirus / EDR compatibility postupgrade
    • GPO and local policy behavior after upgrade

Apply