×
Register Here to Apply for Jobs or Post Jobs. X

Operating System Deployment Engineer

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: CACI International Inc
Full Time position
Listed on 2026-10-30
Job specializations:
  • IT/Tech
    Systems Administrator, Systems Engineer, Windows Server, Cybersecurity
Salary/Wage Range or Industry Benchmark: 63000 - 130000 USD Yearly USD 63000.00 130000.00 YEAR
Job Description & How to Apply Below
Job Title:

Operating System Deployment Engineer Job Category:
Information Technology Time Type:
Full time Minimum Clearance Required to Start:
Secret Employee Type:
Regular Percentage of

Travel Required:

None Type of Travel:
None*
*
* The Opportunity:

CACI is seeking an Operating System Deployment Engineer to be responsible for managing the design, configuration, implementation, and maintenance of Windows and Windows Server images for EIT services across 187 bases to implement a consistent, high-quality experience for users across all mission environments, and enable USAF to transition focus from network operations to mission operations.

Responsibilities:

The Operating System Deployment Engineer will support our DoD customer to implement an enterprise IT service delivery model that provides consistent, secure, high-quality, and cost-effective services to enable mission success and improve end user experience across the customer environment.

This role will support the design, configuration, management, deployment process automation, and troubleshooting performance issues across the organization of Windows and Windows Server operating system images. The Operating System Deployment Engineer would be responsible for both physical and virtual servers and workstations, as well as the associated networking, storage, and security.

This position reports to the technical lead and team-level program manager.

What you’ll get to do:
• Support the design, including software configuration, of the management of the images, tool integration, and deployment of both physical and virtual server images.
• Design with a holistic view of the enterprise to ensure cost, performance, networking, storage, and security are considered
• Develop automation scripts to enhance the delivery, security, and performance of operating systems
• Troubleshooting performance issues across the organization
• Support both Windows and Windows Server OSs
• Provide tier 3 support to system administrators as needed

Qualifications:

Required:

• US Citizenship required
• Active DoD Secret clearance or ability to obtain
• 10+ Years of relevant experience (Bachelor’s Degree in applicable field may be substituted for 5 years of experience).
• A proven track record designing implementing and maintaining operating system images and their deployment methods in a large enterprise.
• Excellent written and verbal communication skills,
• Must have experience and understanding in the following areas:

- Systems administration in Windows Server environments (Associate Level administration experience).

- Application/package management and operating system deployment/configuration management with technologies such as Microsoft Configuration Manager (MCM), Intune, and Autopilot
- Customer interactions, including presenting, answering questions, proactively resolving issues- VMWare/Hyper-V administration experience.

- Securing systems by following STIGs, best practices, and government/compliance requirements (such as NIST 800-53, NIST 800-27, NIST 800-137, FISMA, FEDRAMP), and negotiating/working-with IA personnel to arrive at sensible and effective solutions
- Log management, troubleshooting network appliance and firewall issues, and testing
- Agile/Kanban, Git/Git Hub
- Configuring and STIG/JSIG of Windows 11, Windows Server 2022/2025

Desired:
• Experience with Service Now, Dev Ops, Azure Boards, Azure Pipelines and Azure Repos
• Experience creating and analyzing Power Shell, Ansible, Bash, JAVA based, YAML and/or Python scripts
• Relevant Technical and/or Security Certifications (e.g., Network +, Security+, Microsoft, AWS, VMware, CISSP, CCNA, CCDA, CCNA-Security, etc.)
• One (1) of the following certifications:
Azure Administrator, Azure Hybrid Administrator, Endpoint…
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)
0
200
Filters
Education Level
Experience Level (years)
Posted in last:
Salary