Location: Remote – Available across U.S. and Puerto Rico
Clearance Level: Public Trust (ADP/IT-II); Tier 3 Investigation (NACLC)
Citizenship: U.S. Citizenship required
We are seeking candidates for a potential opportunity as Enterprise Management (EM) OSD Administrator – Tier III to join our team supporting the Defense Health Agency’s enterprise IT environment. This role focuses on managing and maintaining the Operating System Deployment (OSD) infrastructure, ensuring secure and efficient deployment of operating systems across physical and virtual environments. You will play a key role in enabling secure, policy-compliant system delivery that supports healthcare and readiness operations across the Military Health System.
Manage and optimize OSD task sequences, driver packages, and imaging tools.
Troubleshoot and resolve deployment failures across diverse endpoint configurations.
Develop, update, and maintain OSD configurations to meet security and operational standards.
Ensure seamless integration with enterprise management (EM) toolsets.
Maintain accurate documentation for OSD processes and deployments.
Microsoft Endpoint Configuration Manager (MECM/SCCM)
PXE boot and imaging tools
Windows Server OS and Active Directory
Azure AD / Entra ID integration
PowerShell scripting
DISA STIGs and DoD compliance frameworks
Hands-on experience with OSD using MECM or similar enterprise deployment tools.
Proficiency in creating and managing OS images, PXE boot processes, and driver management.
Knowledge of DoD imaging standards, security compliance, and endpoint configurations.
Strong analytical and problem-solving skills with excellent communication abilities.
Ability to obtain and maintain a Public Trust (Tier 3/NACLC) clearance.
At 3500 Square LLC, you’ll join a mission-driven team that sustains and modernizes enterprise IT services across the Military Health System. This role provides the opportunity to ensure secure and efficient system deployments that directly support national defense and healthcare readiness for service members, veterans, and their families.
Apply now to advance your career in enterprise IT solutions.
Please Note: This position is contingent upon contract award. Candidates selected will be notified once the award has been confirmed.
Equal Employment Opportunity and E-Verify Statement
3500 Square, LLC is proud to be an Equal Opportunity Employer. We do not discriminate against any applicant or employee on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, protected veteran status, military status, citizenship status, or any other legally protected status, in accordance with federal, state, and local laws.
As a federal contractor, 3500 Square, LLC complies with Section 503 of the Rehabilitation Act and the Vietnam Era Veterans’ Readjustment Assistance Act (VEVRAA), providing equal opportunity and affirmative action for qualified individuals with disabilities and protected veterans.
All employment decisions are based on qualifications, merit, and business needs. Fair consideration is provided to all candidates, including U.S. citizens and nationals, as required by federal regulations regarding national origin discrimination.
If you require a reasonable accommodation to complete the application process due to a disability, please contact our Human Resources team at [email protected] or 1-787-814-0087.
3500 Square, LLC participates in E-Verify. If E-Verify cannot confirm that you are authorized to work, you will receive written instructions and an opportunity to contact the Department of Homeland Security (DHS) or Social Security Administration (SSA) to resolve the issue before any employment action is taken against you, including termination.
Employers can only use E-Verify after you have accepted a job offer and completed the Form I-9.
3500 Square, LLC is an Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities.
