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Senior Microsoft Windows Field Deployment Technician

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Mks2, Llc
Full Time position
Listed on 2026-03-10
Job specializations:
  • IT/Tech
    IT Support, Technical Support, Systems Administrator, Desktop Support
Salary/Wage Range or Industry Benchmark: 60000 - 70000 USD Yearly USD 60000.00 70000.00 YEAR
Job Description & How to Apply Below

Senior Microsoft Windows Field Deployment Technician

MKS2 Technologies, LLC, an award‑winning high‑growth small‑business, creates innovative and customer‑centric technology solutions in the areas of Cyber Security, Instructional Design and Training, Software Engineering and IT Support Services to improve the security and well‑being of our clients. Our commitment to excellence and our “Mission First” orientation has resulted in steady growth and an expanding client base across government agencies. We have employees nationwide and are one of the fastest‑growing veteran‑owned companies.

As a Senior Microsoft Windows Field Deployment Technician on our project, you’ll work with a team of onsite technicians supporting the VA’s EHR deployment and training project and assist with oversight of workload. In this role you will be deploying, imaging, and setting up equipment (PCs, laptops, docking stations, monitors, printers, scanners, and network connections) around the VA medical center campus as well as off‑site training centers.

This role combines strong technical skills with an emphasis on delivering a high level of customer service. You will be responsible for unboxing, setting up, installing, configuring, removing equipment, repackaging hardware for shipment, and for limited supervision. This role will also require setup of equipment at various training sites, verifying each computer has the most current VA computer image, that the computer is available for scheduled security scans and updates, Active Directory assignment for training use, configuring network connectivity in the training room, and that computer peripherals are installed at each training seat.

You will be managing inventory and network connectivity at each training site and ensuring connectivity during all training sessions. The position is located onsite at Veterans’ Administration Medical Centers and off‑site training locations with daytime hours and may require evening hours and the potential for weekend hours. The staff may be required to travel to other sites outside of the metropolitan area throughout the week.

You

Have:
  • 5 years’ experience in imaging, installing computer equipment and managing teams of technical staff
  • Must be able to unpack/re-pack, move, and install pallets of IT equipment, with each item weighing up to 50 pounds
  • Must have personal transportation available during work hours
  • Will need to consistently traverse around the site campus transporting equipment to various office buildings and frequently stoop, crouch, and reach to set up/remove computers, pull cords under desks and in server closets
  • Will frequently need to be able to push carts carrying equipment
  • Experience with hardware and software support, troubleshooting, system imaging, hardware break‑fix support (i.e. laptops, desktops, and printers), refresh, upgrade, and deployment projects as well as excellent customer service skills
  • Experience with conducting routine system administration tasks and logging data in system admin logs
  • Experience with maintaining troubleshooting a wide variety of systems and networks, including high availability systems
  • Knowledge of debugging protocols and processes and the ability to work independently while providing excellent customer service
  • Bachelor’s degree in computer science, information system, information technology, or equivalent and 5 total years of experience; or 13 total years of experience in lieu of a degree
Nice If You Have:
  • Experience with the Service Now ticketing system a plus
  • Experience with the VA
  • Public Trust clearance
  • Experience with Microsoft Windows desktop deployments
  • Experience as IT helpdesk Tier 1 or 2
Salary Range:

$60,000‑$70,000

Diversity creates a healthier atmosphere: MKS2 Technologies is proud to be an Equal Employment Opportunity / Affirmative Action employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, protected veteran status, disability status, sexual orientation, gender identity or expression, marital status, genetic information, or any other characteristic protected by law.

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Position Requirements
10+ Years work experience
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