Demo

Senior Systems Administrator, Windows

Kupono Government Services
Kekaha, HI Full Time
POSTED ON 12/19/2025
AVAILABLE BEFORE 2/19/2026

The Alaka`ina Foundation Family of Companies (FOCs) is looking for a Senior Windows Systems Administrator Range Network. The position will support our government customer located in Kekaha, Hawai'i.

Oversee and manage enterprise-level Microsoft infrastructure in support of U.S. Navy operations within a Department of Defense (DoD) environment. This role requires deep technical expertise in Microsoft systems, leadership in secure system administration, and a strong working knowledge of Risk Management Framework (RMF) and NIST SP 800-53 controls. The ideal candidate will demonstrate the ability to lead teams, manage complex environments, and ensure cybersecurity compliance across classified and unclassified networks.

DESCRIPTION OF RESPONSIBILITIES:

  • Administer and maintain Microsoft Windows Server environments in classified and unclassified environments across Navy networks.
  • Manage Active Directory, DNS, DHCP, and Group Policy Objects (GPOs) across multiple domains and enclaves.
  • Implement and maintain RMF security controls and ensure systems are compliant with DISA STIGs and DoD cybersecurity policies.
  • Apply and manage patches and updates across all Microsoft systems in accordance with DoD and Navy patch management policies.
  • Manage automated installation methods and system imaging (e.g., SCCM, VMware, Nutanix)Perform system hardening, patching, and vulnerability remediation using tools such as ACAS, ESS, and SCAP.
  • Perform system hardening, patching, and vulnerability remediation using tools such as ACAS, ESS, and SCAP.
  • Develop and maintain PowerShell scripts for automation of administrative tasks and system configuration.
  • Support virtualization platforms (VMware, Hyper-V) and manage virtual infrastructure lifecycle.
  • Collaborate with cybersecurity teams to support ATO packages, POA&Ms, and audit readiness.
  • Maintain system documentation, configuration baselines, and standard operating procedures (SOPs).
  • Provide mentorship to junior administrators and IT support staff.
  • Participate in Change Control Boards (CCBs) and Configuration Management Boards (CMBs).
  • Create and configure file systems and file system attributes, such as permissions, encryption, access control lists, and network file systems.
  • Participate in Change Control Boards (CCBs) and Configuration Management Boards (CMBs).
  • Assist with incident response, forensic analysis, and system recovery efforts.
  • Support backup and disaster recovery strategies using enterprise tools (e.g., Veeam, Commvault).
  • Evaluate and recommend new Microsoft technologies and DoD-approved tools to improve system performance and security.
  • Perform other duties as assigned.

Office conditions are varied and include physical tasks including lifting, pushing or pulling over 25-50 pounds (with a 2-person assist). Physical positions will include but not be limited to walking, standing or sitting for extended periods of time, and crawling, kneeling or cramped work, requiring repeated stooping, and/or frequent stair climbing. The environment will include customer contact, extended workdays, in a confined Office Laboratory work area, field assignments, sometimes in inclement weather.

REQUIRED DEGREE/EDUCATION/CERTIFICATION:

  • Bachelor's Degree in IT, or relevant field and at least seven (7) years of System Administration/IT experience (or HS diploma/GED and twelve (12 years) experience in System Administration/IT experience).
  • (Advance certifications may be substituted for a degree or experience.) (Years of directly related work experience may be substituted for a degree.)
  • DOD 8570/8140 IAT II
  • One of the following OS Certifications required: Windows, Azure Administrator Associate (Exam AZ-104), Windows Server Hybrid Administrator Associate (Exam AZ-800 and AZ-801).

REQUIRED SKILLS & EXPERIENCE:

  • Candidate must be capable of working in a team environment and participate in technical and system administrative activities throughout project life cycles.
  • Knowledge of IT systems and advance IT infrastructure concepts
  • Must be proficient in operating personal computers, computer software and standard office equipment.
  • Must have basic keyboarding skills and aptitude for neatness and accuracy in sorting.
  • Critical thinking - Proven problem solver

DESIRED SKILLS AND EXPERIENCE:

  • Advance knowledge and certification in both Windows Server and RHEL is considered highly desired
  • Proficiency in automation tools and scripting (e.g, PowerShell, Bash, Python)
  • VMware/Nutanix certification
  • Knowledge/Administration of Trellix, LogRhythm, and MDE
  • Experience with DoD systems and infrastructure
  • Knowledge in Cyber Security Methods and Techniques
  • Knowledge of DoD IT systems, to include Windows, RHEL, and comprehensive infrastructure concepts

REQUIRED CITIZENSHIP AND CLEARANCE:

  • Must be a U.S. Citizen
  • Top Secret security clearance is required with T5 or equivalent (SSBI) investigation level. (Applicants selected either must currently possess a Secret clearance or will be subject to a government security investigation and must meet eligibility requirements to obtain clearance prior to commencement of employment and maintain a security clearance for access to classified information or Closed/Restricted Areas throughout duration of employment.)

The Alaka`ina Foundation Family of Companies (FOCs) is a fast-growing government service provider. Employees enjoy competitive salaries; a 401K plan with company match; medical, dental, disability, and life insurance coverage; tuition reimbursement; paid time off; and 11 paid holidays.

We are an Equal Opportunity/Affirmative Action Employer of individuals with disabilities and veterans. We are proud to state that we do not illegally discriminate in employment decisions on the basis of any protected categories. If you are a person with a disability and you need an accommodation during the application process, please click here to request accommodation. We E-Verify all employees

"EOE, including Disability/Vets" OR "Equal Opportunity Employer, including Disability/Veterans"

The Alaka`ina Foundation Family of Companies (FOCs) is comprised of industry-recognized government service firms designated as Native Hawaiian Organization (NHO)-owned and 8(a) certified businesses. The Family of Companies (FOCs) includes Ke`aki Technologies, Laulima Government Solutions, Kpono Government Services, and Kapili Services, Po`okela Solutions, Kkaha Solutions, LLC, and Pololei Solutions, LLC. Alaka`ina Foundation activities under the 501(c)3 principally benefit the youth of Hawaii through charitable efforts which includes providing innovative educational programs that combine leadership, science & technology, and environmental stewardship.

For additional information, please visit www.alakainafoundation.com

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We are an Equal Opportunity/Affirmative Action Employer of individuals with disabilities and veterans. We are proud to state that we do not discriminate in employment decisions on the basis of race, color, religion, sex, pregnancy, sexual orientation, gender identity, national origin, age, protected veteran status, or disability status.

 

Salary.com Estimation for Senior Systems Administrator, Windows in Kekaha, HI
$123,968 to $151,599
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