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Windows Administrator V

Chenega Corporation

Remote · USJobup to $50/hrSeen 3 days agoSeen in employer's feed 3 days ago

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At a glance

Compensation
up to $50/hr
Location
Remote · US
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Requirements

Credentials this posting asks for.

Public Trust clearanceBachelor's degree

Job overview

Chenega Professional Technical Services seeks an expert Windows Administrator V to support a federal customer’s enterprise Active Directory migration to Entra ID and domain consolidation. The role plans and executes migration activities, provides technical operations and maintenance for Windows-based services, and supports identity management and cutovers. Teleworking is 100% remote, with onsite travel as required.

Skills & qualifications

RequiredNice to have

Skills

Active DirectoryActive Directory Federated ServicesAzure ADEntra IDKerberosSingle Sign-OnPowerShell AutomationLarge Enterprise ExperienceChange ControlDNSDHCPAccess Control ListsGroup PolicyAGPMSCCMSCOMWSUSCommunicationTroubleshootingTeamworkStress Tolerance

Qualifications

Bachelor's in Technology12 Years Windows Systems ExperienceWindows Server Administrator AssociateIdentity and Access Administrator Associate (SC-300)Azure Administrator Associate (AZ-104)Public Trust Background InvestigationAuthorized to Work in U.S. Without Sponsorship

Full job description

Summary

Join a company with Extraordinary People and Exceptional Performance ! Chenega Professional Technical Services, LLC. , a Chenega Professional Services company, is looking for an expert level Windows Administrator V , to perform enterprise identity and Active Directory (AD) migration to Entra ID and domain consolidation for a Federal Government customer.

A successful candidate must demonstrate expert level knowledge and experience in planning and executing AD to Entra ID migrations and consolidation activities and provide expert technical operations and maintenance (O&M) for the supported environment.

Responsibilities

Work in coordination with the Project Manager and stakeholder to perform enterprise directory services, migration wave planning and communications, application owner engagement and compatibility testing, cutover execution with next-day support, and foundational operations & maintenance (O&M) of supported Windows-based services.

Perform AD to Entra ID technical migration and identity management

  • Configure Entra ID (Azure AD) identity synchronization and validate directory health as required to support migration.

  • Deploy automation pipelines; execute pilot migrations (~200 test users) prior to full-scale cutover.

  • Conduct controlled nightly batches MondayThursday (150 users per night) with pre/post validation.

  • Implement Kerberos/SSO.

  • Perform workstation/domain re-joins.

  • Design and Execute PowerShell automation.

  • Provide Tier 3 escalation for permissions, Access Control List (ACL) remediation, Kerberos/SSO issues, and workstation/domain re-joins.

  • Perform PowerShell automation for bulk updates and monitoring.

  • Execute identity cutovers and deliver next-day support to resolve authentication, profile, and application access issues including PIV certificate login troubleshooting.

  • Monitor event/system logs and performance; maintain OS and software patching baselines (WSUS or equivalent).

  • Assist in infrastructure planning, design, and implementation; develop project plans for transition, administration, and ongoing operations.

  • Prepare authoritative runbooks for Tier 1 and Tier2 helpdesk support.

Perform Foundational O&M

  • Performance monitoring

  • OS patching

  • Backup/restore

  • Configuration Management and Change Control

  • Disaster Recovery testing

  • Documentation and Training

  • Daily status updates shall be provided before 12:00 PM MT, with urgent items escalated to PDA within one hour of identification.

  1. Other duties as assigned

Qualifications

  • A Bachelors Degree in a technology field

  • 12 years of experience designing, configuring, and supporting Microsoft Windows system environments

  • Expertise with Active Directory, Active Directory Federated Services, and Azure AD and Entra ID

  • Kerberos/SSO

  • PowerShell automation

  • Large Enterprise experience

  • Strict Change Control

Desirable Qualifications:

  • Microsoft Certified: Windows Server Administrator Associate

  • Microsoft Certified: Identity and Access Administrator Associate (SC-300)

  • Azure Administrator Associate (AZ-104)

  • Experience with DNS, DCHP

  • Experience with ACL

  • Experience with Group Policy, AGPM

  • Experience with SCCM

  • Experience with SCOM

  • Experience with WSUS

Knowledge, Skills and Abilities:

  • Authorized to work in the U.S. without sponsorship

  • Must be able to pass the Public Trust Government background investigation

  • Strong communication skills (both written and oral)

  • Strong troubleshooting skills

  • Ability to work closely with a small team

  • Ability to work in a high stress environment

Teleworking Permitted?

Yes

Teleworking Details

100% remote, onsite travel as required

Estimated Salary/Wage

Up to USD $50.00/Hr.

Chenega Corporation and family of companies is an EOE.

Equal Opportunity Employer/Veterans/Disabled

Native preference under PL 93-638.

We participate in the E-Verify Employment Verification Program

How this job compares

Set against the 2,233 open Systems Administrator jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This postingup to $50/hr
  • Colorado median$96–147K/yr124 salary ranges
  • US median$40–48/hr117 hourly ranges
Openings
Olive Jobs lists 169 open Systems Administrator jobs in Colorado and 2,233 across the US. 5% of them nationwide are listed as remote or flexible.
Hiring the most in Colorado
Experience
This posting asks for at least 12 years of experience — more than three in four Systems Administrator postings that state a minimum ask for (median 5 years, across 1,876 postings).
Education
This posting asks for a bachelor's degree; 376 of the 2,233 open Systems Administrator jobs (17%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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