Windows Administrator IV

Chenega Professional & Technical Services•, CO

13h•$50•Remote

About The Position

Chenega Professional Technical Services, LLC., a Chenega Professional Services company, is seeking an expert-level Windows Administrator IV to support a Federal Government customer. The role focuses on enterprise identity and Active Directory (AD) migration to Entra ID, domain consolidation, and expert technical operations and maintenance of the supported environment. The administrator plans and executes migration and consolidation activities and provides ongoing support for Windows-based services. The role coordinates with the Project Manager and stakeholders on directory services, migration planning and communications, application owner engagement, compatibility testing, and cutover execution. It includes pilot and full-scale migration activities, identity synchronization, automation, Tier 3 support, foundational operations and maintenance, documentation, and training. The position is 100% remote, with onsite travel as required. Salary is up to USD $50.00 per hour.

Requirements

Bachelor’s degree in a technology field.
15 years of experience designing, configuring, and supporting Microsoft Windows system environments.
Expertise with Active Directory, Active Directory Federated Services, Azure AD, and Entra ID.
Experience with Kerberos/SSO.
PowerShell automation experience.
Large enterprise experience.
Experience with strict change control.
Authorized to work in the U.S. without sponsorship.
Must be able to pass the Public Trust Government background investigation.
Strong written and oral communication skills.
Strong troubleshooting skills.
Ability to work closely with a small team.
Ability to work in a high-stress environment.

Nice To Haves

Microsoft Certified: Windows Server Administrator Associate.
Microsoft Certified: Identity and Access Administrator Associate (SC-300).
Azure Administrator Associate (AZ-104).
Experience with DNS and DCHP.
Experience with ACL.
Experience with Group Policy and AGPM.
Experience with SCCM.
Experience with SCOM.
Experience with WSUS.

Responsibilities

Coordinate with the Project Manager and stakeholders on enterprise directory services, migration wave planning and communications, application owner engagement and compatibility testing, cutover execution with next-day support, and foundational 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 needed to support migration.
Deploy automation pipelines and execute pilot migrations of approximately 200 test users before full-scale cutover.
Conduct controlled nightly migration batches Monday through Thursday, with no more than 150 users per night, and perform pre- and post-migration validation.
Implement Kerberos/SSO and perform workstation/domain re-joins.
Design and execute PowerShell automation, including bulk updates and monitoring.
Provide Tier 3 escalation support for permissions, ACL remediation, Kerberos/SSO issues, and workstation/domain re-joins.
Execute identity cutovers and provide next-day support for authentication, profile, and application access issues, including PIV certificate login troubleshooting.
Monitor event and system logs and performance; maintain OS and software patching baselines using WSUS or an equivalent.
Assist with infrastructure planning, design, and implementation; develop project plans for transition, administration, and ongoing operations.
Prepare authoritative runbooks for Tier 1 and Tier 2 helpdesk support.
Perform foundational O&M, including performance monitoring, OS patching, backup and restore, configuration management and change control, and disaster recovery testing.
Provide documentation and training.
Provide daily status updates before 12:00 PM MT and escalate urgent items to PDA within one hour of identification.
Perform other duties as assigned.