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Senior Endpoint Engineer | R&D Specialist

March 7, 2026

Job Posting: Senior Endpoint Engineering Services | R&D Specialist Location: Remote - Available across U.S. and Puerto Rico Clearance Level: Public Trust (ADP/IT-II) or Tier 3 Investigation (NACLC) Citizenship: U.S. Citizenship required Summary We are seeking candidates for a potential opportunity, Senior Endpoint Engineer | R&D Specialist to lead the development and sustainment of endpoint delivery frameworks across the Federal Agency hybrid IT ecosystem. This critical role supports centralized provisioning, security, monitoring, and application integration for over 250,000 devices across the global Military Health System. Key Responsibilities • Engineer and deploy endpoint management solutions (MECM, Intune). • Architect hybrid delivery frameworks supporting SaaS/on-prem/cloud services. • Lead secure application packaging and configuration for Windows endpoints. • Ensure compliance with DISA STIGs, RMF, and NIST standards. • Build and maintain secure OS images and modern desktop environments. • Design mobile device provisioning and MDM strategies. • Support Tier 3/4 troubleshooting and endpoint automation projects. • Maintain RMF artifacts in eMASS and participate in continuous monitoring. Preferred Tools & Technologies • arenaflex MECM (SCCM), Intune, MDT • Windows Server OS, Windows 10/11 • PowerShell, GPO, Azure, Hyper-V • eMASS, ActivClient, STIG Viewer • Application packaging tools (AdminStudio, WiseScript) Minimum Qualifications • Extensive experience in endpoint engineering for hybrid cloud/on-prem systems. • Proven knowledge of MECM and Intune deployment strategies. • Demonstrated compliance experience with DoD RMF and Zero Trust principles. Education & Certifications • Required (Foundational - one of the following): • Bachelor's degree in IT / Cybersecurity / Data Science / IS / CS (ABET or CAE accredited), • OR baseline IA certification (Security+, SSCP). • Required (CE - one of the following): • arenaflex Endpoint Administrator (MD-102), • OR arenaflex Intune Administrator. Apply today and lead the transformation of endpoint operations for the DHA's global IT infrastructure. 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 hr@3500square.com 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. Apply tot his job

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...