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Windows Deployment Jobs (NOW HIRING)

... Windows Deployment Image Servicing and Management (DISM) tool • Experience with Git • Experience with CI/CD Pipelines and associated tools (e.g. Azure DevOps Pipelines or GitHub Actions) • ...

Senior Systems Administrator

Crane, IN · Hybrid

$86K - $116K/yr

This role focuses on Windows workstation provisioning, system image management, and automated operating system deployment within a secure DoD environment. The selected candidate will design ...

This role offers hands-on exposure to modern endpoint management tools, Windows deployments, Active Directory administration, and enterprise device lifecycle management. This is an excellent ...

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Senior Systems Administrator

Crane, IN · Hybrid

$86K - $116K/yr

This position requires strong expertise in Windows deployment technologies, scripting, and system configuration management in a hybrid work environment (minimum three days onsite per week)

Senior Systems Administrator

Crane, IN · On-site

$86K - $116K/yr

This position requires strong expertise in Windows deployment technologies, scripting, and system configuration management in a hybrid work environment (minimum three days onsite per week)

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Windows Deployment information

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How much do windows deployment jobs pay per hour?

As of Jul 14, 2026, the average hourly pay for windows deployment in the United States is $31.73, according to ZipRecruiter salary data. Most workers in this role earn between $24.28 and $42.07 per hour, depending on experience, location, and employer.

What are some of the most common challenges faced by professionals working in Windows Deployment roles?

Windows Deployment professionals often encounter challenges such as managing hardware and software compatibility across different devices, troubleshooting deployment failures, and ensuring minimal downtime for end users. Staying current with evolving deployment technologies and best practices is also essential, as is handling large-scale rollouts efficiently. On a day-to-day basis, you may work closely with IT support, network engineers, and end users to coordinate upgrades, resolve issues, and refine deployment processes. Overcoming these challenges requires both technical expertise and strong communication skills, making the role both dynamic and rewarding.

What replaced Windows deployment services?

Windows Deployment Services (WDS) has been largely replaced by Microsoft Endpoint Configuration Manager (formerly SCCM) for large-scale deployment and management of Windows images. Additionally, tools like Microsoft Deployment Toolkit (MDT) and Windows Autopilot are now commonly used for automated and cloud-based deployment processes, offering more flexible and modern solutions for IT professionals.

What is Windows deployment?

Windows deployment involves installing and configuring the Windows operating system across multiple computers, often using specialized tools like Windows Deployment Services (WDS) or Microsoft Deployment Toolkit (MDT). It requires knowledge of imaging, scripting, and network setup to efficiently roll out Windows in enterprise environments.

What is a Windows Deployment job?

A Windows Deployment job involves installing, configuring, and managing Windows operating systems across multiple devices in an organization. This includes using tools like Windows Deployment Services (WDS), Microsoft Deployment Toolkit (MDT), or System Center Configuration Manager (SCCM) to automate and streamline installations. Professionals in this role ensure systems are properly configured, secure, and optimized for performance. They may also handle troubleshooting, updates, and migration to newer Windows versions.

Is WDS still used?

Windows Deployment Services (WDS) is still used by IT professionals for network-based deployment of Windows operating systems. It remains a common tool for automating OS installations in enterprise environments, especially when combined with tools like MDT or SCCM. However, newer deployment methods and cloud-based solutions are increasingly being adopted alongside WDS.

What are the key skills and qualifications needed to thrive in the Windows Deployment position, and why are they important?

To thrive in a Windows Deployment role, you need a solid understanding of Microsoft Windows operating systems, imaging and deployment methodologies, and networking fundamentals—often backed by relevant IT certifications such as CompTIA A+, Microsoft Certified: Modern Desktop Administrator Associate, or similar. Hands-on experience with deployment tools like Microsoft Deployment Toolkit (MDT), Windows Deployment Services (WDS), and System Center Configuration Manager (SCCM) is highly valuable. Strong problem-solving skills, attention to detail, effective communication, and the ability to work both independently and in teams set top candidates apart. These capabilities are vital to ensure seamless rollouts, rapid troubleshooting, and successful user adoption in diverse business environments.

What does a deployment technician do?

A deployment technician is responsible for installing, configuring, and maintaining operating systems, software, and hardware on computers and networks. They often work with tools like imaging software and may troubleshoot technical issues during deployment. The role requires technical skills, attention to detail, and knowledge of system configurations and network environments.
More about Windows Deployment jobs
What cities are hiring for Windows Deployment jobs? Cities with the most Windows Deployment job openings:
What are the most commonly searched types of Windows Deployment jobs? The most popular types of Windows Deployment jobs are:
What states have the most Windows Deployment jobs? States with the most job openings for Windows Deployment jobs include:
Infographic showing various Windows Deployment job openings in the United States as of July 2026, with employment types broken down into 93% Full Time, 3% Part Time, and 4% Contract. Highlights an 86% Physical, 3% Hybrid, and 11% Remote job distribution, with an average salary of $66,000 per year, or $31.7 per hour.
Systems Engineer - Windows

Systems Engineer - Windows

Hudson River Trading

Chicago, IL • On-site

Full-time

Posted 21 days ago


Job description

Hudson River Trading (HRT) is seeking a Windows Systems Engineer to join our Enterprise Engineering team. In this role, you will help scale HRT's global hybrid Windows deployment and develop automation, configuration-as-code, and infrastructure-as-code solutions to seamlessly manage fleets of top-of-the-line user endpoints, mission critical servers, cloud infrastructure, and secure remote computing environments around the world. You will apply configuration-as-code practices to reduce operational overhead, build PowerShell-based systems that improve platform stability and resilience, and enhance the reliability of our Windows platform by designing and implementing automation that identifies and resolves technical inefficiencies across on-premises and Azure infrastructure.
The ideal candidate is a Microsoft-based technology engineer and eager problem solver who is comfortable working in a fast-paced environment. Terrific communication and collaboration skills, as well as a positive attitude towards team members and internal customers, are crucial to success within this role.
Responsibilities
  • Leverage configuration-as-code paradigms to reduce the operational overhead of managing Windows infrastructure
  • Use infrastructure-as-code to consistently configure Microsoft Azure resources
  • Develop PowerShell-based systems to automate operational tasks and enhance the reliability of the Windows platform
  • Leverage automation to identify and remediate technical inefficiencies across Windows endpoints, Windows infrastructure, and Microsoft Azure resources
  • Participate in ongoing engineering, maintenance, and support efforts to improve the Windows environment

Qualifications
  • 10+ years of experience as a Microsoft-based technology engineer
  • Experience using Ansible (or similar configuration-as-code tool) to manage a fleet of Windows devices
  • Proven ability to provision Microsoft Azure resources with Terraform
  • Proficiency with Microsoft Graph API development
  • Experience developing scripts and tools using PowerShell
  • Familiarity with Microsoft Intune, Autopilot, Entra ID, and Active Directory
  • A general design approach that incorporates security best practices, business continuity, high availability, and scalability
  • A self-motivated and driven work ethic

The estimated base salary range for this position is 150,000 to 250,000 USD per year (or local equivalent). The base pay offered may vary depending on multiple individualized factors, including location, job-related knowledge, skills, and experience. This role will also be eligible for discretionary performance-based bonuses and a competitive benefits package.
Culture
Hudson River Trading (HRT) brings a scientific approach to trading financial products. We have built one of the world's most sophisticated computing environments for research and development. Our researchers are at the forefront of innovation in the world of algorithmic trading.
At HRT we welcome a variety of expertise: mathematics and computer science, physics and engineering, media and tech. We're a community of self-starters who are motivated by the excitement of being at the cutting edge of automation in every part of our organization-from trading, to business operations, to recruiting and beyond. We value openness and transparency, and celebrate great ideas from HRT veterans and new hires alike. At HRT we're friends and colleagues - whether we are sharing a meal, playing the latest board game, or writing elegant code. We embrace a culture of togetherness that extends far beyond the walls of our office.
Feel like you belong at HRT? Our goal is to find the best people and bring them together to do great work in a place where everyone is valued. HRT is proud of our diverse staff; we have offices all over the globe and benefit from our varied and unique perspectives. HRT is an equal opportunity employer; so whoever you are we'd love to get to know you.
Please be advised: Use of AI tools during interviews or assessments is strictly prohibited, unless otherwise instructed or agreed upon. We employ various methods to evaluate the authenticity of candidate responses. If we determine that AI assistance was used during any stage of the hiring process, we reserve the right to immediately disqualify your candidacy or rescind any job offers extended.