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Windows Rollout Jobs (NOW HIRING)

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IT Engineer Support Intern

Tempe, AZ · On-site

$14.25 - $19.25/hr

... Windows 10 End-of-Life (EOL) hardware replacement initiative. This is a long-term temporary ... rollout activities across multiple business units nationwide. The ideal candidate is hands-on ...

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IT Support Eng. Intern

Tempe, AZ · On-site

$14.50 - $19.50/hr

... Windows 10 End-of-Life (EOL) hardware replacement initiative. This is a long-term temporary ... rollout activities across multiple business units nationwide. The ideal candidate is hands-on ...

US IT Solutions Inc

IT Service Desk

Minneapolis, MN

Supplement Enterprise Support Services-IT Service Desk during the rollout of new PCs, Microsoft Windows 10, & Office 2016 rollouts countywide. Three years previous IT Service Desk performing at a ...

NiCE

IT Technical Support

Sandy, UT · On-site

$20.50 - $28/hr

... Rollout experience of large Windows upgrades • Hardware support of LAN based printers and local printers • Desktop/Laptop imaging solutions - Windows Autopilot & SCCM a plus • Remote access ...

Insight Global

Epic Deployment Technician

Paramus, NJ · On-site

$22 - $26/hr

... device rollout for a healthcare client in North Jersey. These technicians will assist with deploying laptops, desktops, and peripherals in a Windows environment for the main hospital and Epic ...

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w3r Consulting

IT Engineer II

Detroit, MI · On-site

... rollouts, and ensuring endpoint compliance with security, patching, and configuration standards across physical and virtual devices. Top 3 Required Skills / Experience * Windows endpoint engineering ...

Info Way Solutions

Scrum with Unix

Irvine, CA · On-site

... for Windows workstation endpoints. This role is pivotal in strengthening endpoint defenses by ... rollout, enforcement, and exception handling. Analyze application usage patterns and develop ...

Dexian

POS Specialist

Philadelphia, PA · On-site

Proficient in Windows 10 and Windows 11 * Experience imaging, configuring, and deploying Windows ... Support device rollouts and refresh projects * Working knowledge of ITIL principles * Experience ...

Dexian DISYS

POS Specialist

Philadelphia, PA · On-site

Proficient in Windows 10 and Windows 11 * Experience imaging, configuring, and deploying Windows ... Support device rollouts and refresh projects * Working knowledge of ITIL principles * Experience ...

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All JobsWindows Rollout Jobs

Windows Rollout information

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$10

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$67

How much do windows rollout jobs pay per hour?

As of Jul 1, 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.
Desktop Support Engineer

Desktop Support Engineer

Programmers.io

Southington, CT • On-site

Contractor

Posted 20 days ago

Job description

ROLE_DESCRIPTION -

Build, customize, and maintain Windows desktop images using tools like Microsoft Intune, Autopilot

Integrate drivers, patches, security baselines, and required applications into the base image.

Ensure images comply with organizational security and compliance standards.

Intune Autopilot Profiles, PowerShell scripting

Azure AD join/hybrid join automations

Manage and deploy Windows updates, feature upgrades, and driver/firmware updates.

Validate updates in test environments before production rollout.

Troubleshoot update failures.

Endpoint Configuration & Policy Management, GPOs, Intune Device Configuration Profiles, Security Baselines, Compliance Policies

Skills: Desktop Management - Infrastructure Services (IS)

Experience Required: 6-8

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