Demo

Senior Systems Administrator, Windows

Kupono Government Services
Kekaha, HI Full Time
POSTED ON 9/1/2026
AVAILABLE BEFORE 10/31/2026

Bering-Alaka`ina Holdings, LLC is looking for a Senior Windows Systems Administrator Range Network. The position will support our government customer located in Kekaha, Hawai'i.

Highly experienced Senior Microsoft System Administrator to oversee and manage enterprise-level Microsoft infrastructure in support of U.S. Navy operations within a Department of War (DoW) 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.
  • 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).
  • 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 DoW-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. 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 eight years (8) experience in System Administration/IT experience].
  • Advance certifications may be substituted for a degree or experience.
  • 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:

  • Two (2) years of System Administration/IT experience
  • Advance certifications may be substituted for a degree or experience
  • Proficiency in automation tools and scripting (e.g., PowerShell, Bash, Python)
  • VMware/Nutanix certification
  • Knowledge/Administration of Trellix, LogRhythm, and MDE
  • Experience with DoW systems and infrastructure
  • Knowledge of Cyber Security Methods and Techniques
  • Knowledge of DoW IT systems, to include Windows, RHEL, and comprehensive infrastructure concepts

DESIRED SKILLS AND EXPERIENCE:

Advance knowledge and certification in both Windows Server and RHEL is considered highly desired

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.)

COMPENSATION DETAILS:

$134,000.00

The compensation range or hourly rate provided is a good faith estimate at the time of posting. Final compensation will be determined based on qualifications, experience, skills, internal equity, market conditions, and applicable laws.

Bering-Alaka`ina Holdings, LLC is a fast-growing government service provider. Employees enjoy competitive salaries. Eligible employees enjoy 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 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.

As a part of BSNC, Bering- Alakaina Holdings gives hiring, promotion, training, and retention preference to BSNC shareholders, descendants and shareholder spouses who meet the minimum qualifications for the job. Qualified job candidates will generally be considered in the following order: BSNC shareholders, descendants, shareholder spouses, current employees, and outside candidates. The BSNC Shareholder Development department tracks and monitors the implementation of the Shareholder Hire Preference across its operations.

Bering-Alaka`ina Holdings, LLC is comprised of industry-recognized government service firms designated as Alaska Native Corporation (ACN)-owned and 8(a) certified businesses and includes Ke`aki Technologies, LLC; Laulima Government Solutions, LLC; Kpono Government Services, LLC; Kapili Services, LLC; Po`okela Solutions, LLC; Kkaha Solutions, LLC; and Pololei Solutions, LLC.

For additional information, please visit www.beringalakaina.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 : $134,000

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