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Windows Rollout Jobs (NOW HIRING)

ICONMA

Windows Endpoint Engineer

Detroit, MI · On-site

Windows Endpoint Engineer Our client, a health insurance company, is looking for a Windows Endpoint ... Work includes executing change managed remediation, supporting pilot and production rollouts, and ...

JS Consulting

Windows endpoint engineer

Detroit, MI · On-site

Windows endpoint engineer USC only Linkedin required need local independent candidates Remote but ... Work includes executing change‐managed remediation, supporting pilot and production rollouts, and ...

CERES Group

Windows 10 Migration Engineer

Boston, MA · On-site

Windows 10 migration and ongoing technology adoption, Virtual Desktop improvement and VDI access ... Experience in complex, large-scale implementations and product rollouts Occasional out of hours and ...

Purple Drive

Windows desktop Admin

Cambridge, MA · On-site

Document system configurations, procedures, and troubleshooting guides. * Assist in hardware/software rollouts, migrations, and upgrades . Required Skills * Strong knowledge of Windows 10/11 ...

Belcan

Azure, Windows & Linux System Engineer

Elkhart, IN · On-site

Lead large-scale rollout of endpoint agents across Azure, Windows, Linux, and OT environments. * Develop and maintain Ansible playbooks to automate deployments and configuration at scale. * Create ...

Apply Early

Rollout Systems

$66K - $85K/yr

ABOUT US Rollout Systems works with a wide spectrum of talent to establish an atmosphere that ... A working knowledge of the M365 office suite, MS Teams, and the windows operating system ...

TEKsystems

Windows/Linux Automation Engineer

Irving, TX · Hybrid

$60 - $75/hr

This includes software packaging, certification, testing, controlled rollout, and deployment in ... Windows * Linux Additional Skills & Qualifications Standardize and optimize deployment workflows ...

TEKsystems

Windows/Linux Automation Engineer

Irving, TX · Hybrid

$60 - $75/hr

This includes software packaging, certification, testing, controlled rollout, and deployment in ... Windows * Linux Additional Skills & Qualifications Standardize and optimize deployment workflows ...

TEKsystems

Windows Automation Engineer

Irving, TX · On-site

$60 - $75/hr

Description Windows Automation Engineer- The Windows Automation Engineer is responsible for ... phased rollout strategies (pilot, canary, regional, enterprise‑wide) Deployment & Release ...

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All JobsWindows Rollout Jobs

Windows Rollout information

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$10

$55

$67

How much do windows rollout jobs pay per hour?

As of Jun 30, 2026, the average hourly pay for windows rollout in the United States is $55.87, according to ZipRecruiter salary data. Most workers in this role earn between $48.08 and $61.54 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Windows Rollout Specialist, and why are they important?

To thrive as a Windows Rollout Specialist, you need expertise in operating system deployment, system imaging, and troubleshooting, often supported by a degree in IT or related certifications like Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with tools such as Microsoft Endpoint Configuration Manager (SCCM), Active Directory, and PowerShell scripting is commonly required. Excellent problem-solving, communication, and organizational skills help in coordinating with users and teams to minimize disruption during rollouts. These skills ensure smooth, efficient, and secure deployments, supporting business continuity and user productivity.

What is a Windows Rollout?

A Windows Rollout refers to the process of deploying a new version or update of the Microsoft Windows operating system across multiple computers within an organization. This process involves planning, testing, and systematically installing the operating system to ensure compatibility, security, and minimal disruption to users. IT teams often use specialized tools and strategies to automate and manage the rollout efficiently. Properly executed, a Windows Rollout helps keep systems up-to-date, secure, and standardized.

What are some common challenges faced during a Windows Rollout project, and how can they be mitigated?

During a Windows Rollout project, common challenges include compatibility issues with legacy applications, user resistance to change, and coordination across multiple departments. These can be mitigated by conducting thorough compatibility testing, establishing clear communication channels, and providing comprehensive end-user training. Additionally, working closely with stakeholders and IT support teams ensures smoother deployment and timely resolution of unforeseen issues.

What is the difference between Windows Rollout vs Windows Deployment Specialist?

AspectWindows RolloutWindows Deployment Specialist
Primary FocusPlanning and executing large-scale Windows OS deploymentsDesigning, implementing, and troubleshooting Windows deployment processes
CertificationsMicrosoft Certified: Modern Desktop Administrator, Windows certificationsMicrosoft Certified: Windows Server, Deployment certifications
Work EnvironmentIT departments, enterprise environments, project-basedTechnical support, deployment teams, consulting
ResponsibilitiesManaging rollout schedules, coordinating teamsCreating deployment images, troubleshooting deployment issues

While both roles involve Windows OS deployment, Windows Rollout focuses on managing large-scale deployment projects, whereas Windows Deployment Specialist emphasizes technical deployment tasks and troubleshooting. Understanding these differences helps organizations assign the right expertise for their Windows deployment needs.

What states have the most Windows Rollout jobs? States with the most job openings for Windows Rollout jobs include:
What job categories do people searching Windows Rollout jobs look for? The top searched job categories for Windows Rollout jobs are:
Windows Rollout jobs near you
Infographic showing various Windows Rollout job openings in the United States as of June 2026, with employment types broken down into 45% Full Time, 22% Part Time, 11% Temporary, and 22% Contract. Highlights an 100% In-person job distribution, with an average salary of $116,200 per year, or $55.9 per hour.
Windows Endpoint Engineer

Windows Endpoint Engineer

ICONMA

Detroit, MI • On-site

Other

Posted 24 days ago

Key responsibilities

  • Support enterprise endpoint and virtual desktop platforms, with primary responsibility for Windows client systems, virtual desktops, and Microsoft Intune-managed environments.

  • Implement configuration changes, remediate audit and vulnerability findings, support platform upgrades, and troubleshoot complex endpoint issues in coordination with engineering, security, and infrastructure teams.

  • Execute change managed remediation, support pilot and production rollouts, and ensure endpoint compliance with security, patching, and configuration standards across physical and virtual devices.

Job description

Windows Endpoint Engineer

Our client, a health insurance company, is looking for a Windows Endpoint Engineer for their Detroit, MI location.

Responsibilities:

Supports enterprise endpoint and virtual desktop platforms, with primary responsibility for Windows client systems, virtual desktops, and Microsoft Intune–managed environments. The resource will partner with client engineering, security, and infrastructure teams to implement configuration changes, remediate audit and vulnerability findings, support platform upgrades, and troubleshoot complex endpoint issues. Work includes executing change managed remediation, supporting pilot and production rollouts, and ensuring endpoint compliance with security, patching, and configuration standards across physical and virtual devices.

Requirements:
  • Windows endpoint engineering experience (Windows 11, system configuration, troubleshooting, patching)
  • Microsoft Intune / endpoint management (policies, compliance, remediation, deployments)
  • Virtual desktop infrastructure (VDI) experience, preferably VMware Horizon, AVD, and / or Win365
  • Experience supporting and troubleshooting Windows client operating systems in an enterprise environment
  • Hands on experience with Microsoft Intune and Group Policy
  • PowerShell scripting for endpoint automation and remediation
  • Familiarity with endpoint security concepts, including endpoint protection and audit driven remediation
  • Experience executing change managed activities and participating in pilot and production deployments
  • Ability to work cross functionally with security, infrastructure, and operations teams
  • Strong troubleshooting, documentation, and communication skills
  • Experience supporting VDI environments (VMware Horizon, AVD, and / or Win365 preferred)
  • Experience working in regulated or audit driven environments
  • Bachelor's degree in Information Technology, Computer Science, or related field or equivalent work experience
  • Microsoft endpoint or Windows related certifications (preferred but not required)
Why Should You Apply?
  • Health benefits
  • Referral program
  • Excellent growth and advancement opportunities

ICONMA is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to any status protected by applicable law.

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About ICONMA

Sourced by ZipRecruiter

ICONMA is an established and stable organization building lasting relationships with clients and consultants. We are unique in our ability to provide a full spectrum of Staffing Services and Solutions including: Staff Augmentation (Contract, Contract-to-Hire, Direct Hire), Bulk Buy Staff Augmentation, Offshore Staff Augmentation, Payroll Services and Consulting (Project Delivery, SOW). At ICONMA, our goal is to become a one-stop destination for our customers' staffing and outsourcing needs. Our vision is to be a preeminent provider of innovative business solutions, leveraging key technologies to improve our customers' competitiveness, growth, and profitability. ICONMA focuses on a culture that fosters collaboration and team work. We recognize that employees are the foundation of any company, and we encourage our employees to be leaders while providing continuous training and growth opportunities. ICONMA encourages hard work, determination and dedication in a professional environment. ICONMA promotes a healthy work-life balance, and understands this is a key component to our employee's and company's success.

Industry

Recruiting and staffing services

Company size

1,001 - 5,000 Employees

Headquarters location

Troy, MI, US

Year founded

2000

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