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Windows Systems/Application Administrator (Remote)

June 3, 2026

Enterprise Solutions and Management (ESM) is a rapidly growing government contractor that provides strategic IT services that meet mission needs for Defense and Federal customers. We are hiring a Windows Systems/Application Administrator for an exciting remote opportunity. Job Description and Responsibilities Provides application administration and technical support for Government Off-The-Shelf (GOTS) and Commercial Off-The-Shelf (COTS) applications supporting the Defense Travel Management Office (DTMO). Responsible for installing, testing, deploying, configuring, debugging, updating, and patching enterprise applications while serving as the Subject Matter Expert (SME) for all supported systems. Monitors and maintains application performance, performs event logging, and supports security logging tools that integrate with approved systems. Provides application administration across Windows, Linux, and Unix environments, troubleshoots technical issues, and responds to user inquiries. Manages and sustains application-side operations to support DTMO mission-critical systems and development activities. Required Knowledge, Skills and Abilities (KSA) <ul> <li>Knowledge of enterprise application administration, including installation, configuration, testing, deployment, patching, and maintenance of Government Off-The-Shelf (GOTS) and Commercial Off-The-Shelf (COTS) systems.</li> <li>Knowledge of Windows, Linux, and Unix operating systems and the ability to manage and troubleshoot applications hosted in multi-platform environments.</li> <li>Knowledge of application monitoring, event logging, and security logging tools used to capture and analyze system and security events.</li> <li>Skill in troubleshooting application performance issues, diagnosing system errors, and providing technical support to resolve user and system inquiries.</li> <li>Ability to manage and sustain application operations supporting mission-critical systems </li> </ul> Desired KSA <ul> <li>Be a positive, self-motivated, and proactive person with the ability to adapt to change and tolerate stressful situations</li> <li>Candidate must communicate effectively with team members, team lead, management, and government customer</li> <li>Must have the ability and desire to research and develop creative solutions to unique problems with minimal supervision</li> </ul> Minimum Training, Education, and Certifications <ul> <li>Bachelor's degree in a relevant field</li> <li>Five (5) years experience</li> <li>Specific Experience with:<ul> <li>Windows administration</li> <li>Development & Maintenance of technical docs (network diagrams, SOPs, ports & protocols), white papers, briefings, presentations, technical/functional user documentation, and business process flows.</li> <li>Governance boards (documentation, reviewing change requests, performing impact assessments)</li> <li>Incident Management</li> <li>Disaster recovery/COOP (including tests/exercises)</li> <li>SaaS, PaaS, cloud platforms</li> </ul></li> <li>Experience with DoD Travel systems and DMDC also desired</li> </ul> Minimum Clearance <ul> <li>Top Secret</li> </ul> Physical Requirements <ul> <li>Required to stand, walk and sit; communicate verbally both in person and by telephone; use hands to finger, handle or feel objects or controls; reach with hands and arms. Specific vision abilities required by this job include close vision, distance vision, depth perception, color vision and the ability to adjust focus.</li> </ul> Additional Requirements <ul> <li>Other duties as assigned</li> </ul> ESM provides equal employment opportunity to all individuals regardless of race, color, creed, religion, gender, age, sexual orientation, national origin or ancestry, disability, genetic information, veteran status, gender identification or any other characteristic protected by state, federal or local law.

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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...

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