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Windows 10 Upgrade Jobs (NOW HIRING)

MetroSys

Desktop Support Technician

Vincennes, IN · On-site

$20 - $35/hr

Provide brief end-user support and walk-throughs following upgrade completion. Required Qualifications * 2-5 years of hands-on desktop support experience. * Strong experience performing Windows 10/11 ...

MetroSys

Desktop Support Technician

Vincennes, IN · On-site

$20 - $35/hr

Provide brief end-user support and walk-throughs following upgrade completion. Required Qualifications * 2-5 years of hands-on desktop support experience. * Strong experience performing Windows 10/11 ...

MetroSys

Desktop Support Technician

Vincennes, IN · On-site

$20 - $35/hr

Provide brief end-user support and walk-throughs following upgrade completion. Required Qualifications * 2-5 years of hands-on desktop support experience. * Strong experience performing Windows 10/11 ...

MetroSys

Desktop Support Technician

Vincennes, IN · On-site

$20 - $35/hr

Provide brief end-user support and walk-throughs following upgrade completion. Required Qualifications * 2-5 years of hands-on desktop support experience. * Strong experience performing Windows 10/11 ...

MetroSys

Desktop Support Technician

Vincennes, IN · On-site

$20 - $35/hr

Provide brief end-user support and walk-throughs following upgrade completion. Required Qualifications * 2-5 years of hands-on desktop support experience. * Strong experience performing Windows 10/11 ...

Apex Systems

Helpdesk Associate (Tier 1)

Chicago, IL · Remote

$21/hr

... Windows 10 to Windows 11. The ideal candidate will provide excellent customer service while guiding users through the upgrade process, troubleshooting basic issues, and maintaining accurate ...

SEBENZA

Deskside Support Technician

Washington, DC · On-site

$60K - $80K/yr

Baseline desktop support (Windows 7 & Windows 10) and the Microsoft Office Suite. * Perform network ... Security patches and software upgrade surge support * Support technology upgrades - both hardware ...

1 point system

Intune Engineer

Princeton, NJ · On-site

In-place upgrade, OS refresh and replace. * 10+ years of experience with End User Computing and Infrastructure technical skills especially in the areas of Desktop, VDI, Remote Access, Windows OS ...

1 point system

MECM Consultant

Princeton, NJ · On-site

In-place upgrade, OS refresh and replace. * 10+ years of experience with End User Computing and Infrastructure technical skills especially in the areas of Desktop, VDI, Remote Access, Windows OS ...

Collabera

Software Engineer Level II

Hillsboro, OR · On-site

$106.20K - $145.40K/yr

The project will be to upgrade an existing demo from Windows 8 to Windows 10. Once the demo is functional, the programmer will need to document the process for validation to set up a similar demo ...

TEKsystems

Desktop Support Technician

Manhattan, NY · On-site

$24 - $25/hr

... upgrade plan. - Provide technical support and troubleshooting during the upgrade process ... Skills Desktop, Windows 10, Troubleshooting, Hardware, Customer service, Technical support, Imaging ...

Vaco by Highspring

Desktop Technician

Almont, CO

$20.25 - $25.75/hr

Job Summary Vaco is hiring Desktop Technicians to support a large-scale Windows 11 upgrade and ... Strong knowledge of Windows 10 and Windows 11 operating systems. * Experience using SCCM or similar ...

Vaco by Highspring

Desktop Technician

Carlsbad, NM

$17 - $21.75/hr

Job Summary Vaco is hiring Desktop Technicians to support a large-scale Windows 11 upgrade and ... Strong knowledge of Windows 10 and Windows 11 operating systems. * Experience using SCCM or similar ...

Vaco by Highspring

Desktop Technician

Las Cruces, NM

$14.50 - $18.50/hr

Job Summary Vaco is hiring Desktop Technicians to support a large-scale Windows 11 upgrade and ... Strong knowledge of Windows 10 and Windows 11 operating systems. * Experience using SCCM or similar ...

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All JobsWindows 10 Upgrade Jobs

Windows 10 Upgrade information

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How much do windows 10 upgrade jobs pay per hour?

As of May 30, 2026, the average hourly pay for windows 10 upgrade 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 is a Windows 10 Upgrade job?

A Windows 10 Upgrade job involves updating computers from an older version of Windows to Windows 10. This process includes preparing systems, backing up data, ensuring software compatibility, and installing the upgrade. IT professionals may also troubleshoot issues, configure settings, and provide user support post-upgrade. The goal is to ensure a smooth transition with minimal downtime and optimal performance.

What are the key skills and qualifications needed to thrive in the Windows 10 Upgrade position, and why are they important?

To excel in a Windows 10 Upgrade role, you should have strong technical knowledge of Windows operating systems, experience in system administration, and a background in IT support or related fields. Familiarity with deployment tools such as Microsoft Deployment Toolkit (MDT), System Center Configuration Manager (SCCM), and relevant certifications like CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate are commonly required. Excellent problem-solving abilities, communication skills, and attention to detail are crucial soft skills for success. These qualifications ensure smooth upgrade processes, minimal downtime, and effective user support in dynamic enterprise environments.

What are some common challenges faced during a Windows 10 upgrade project?

One of the most common challenges in a Windows 10 upgrade project is ensuring compatibility with legacy applications and hardware throughout the organization. IT professionals in this role must manage potential disruptions to end users, address unexpected errors, and maintain data integrity during migration. Working closely with multiple departments, upgrade specialists also coordinate schedules and provide user training to ensure a seamless transition. Addressing these challenges requires thorough planning, clear communication, and adaptability to troubleshoot issues as they arise.
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Windows 10 Upgrade jobs near you
Desktop Support Technician

Desktop Support Technician

MetroSys

Vincennes, IN • On-site

$20 - $35/hr

Contractor

Posted 2 days ago

Job description

Position Overview

MetroSys is seeking experienced Desktop Support Technicians to support a large-scale Windows upgrade initiative within a hospital environment. This role will focus on upgrading, imaging, deploying, and validating approximately 1,400 Windows devices while minimizing disruption to clinical and administrative operations.

Candidates must be comfortable working onsite in a healthcare setting and adhering to strict security, compliance, and operational standards.

Key Responsibilities

  • Perform Windows OS upgrades and re-imaging on desktops and laptops across multiple hospital departments.

  • Backup and migrate user data, profiles, and settings as required.

  • Install and validate required applications, security tools, and updates post-upgrade.

  • Coordinate device swaps and ensure minimal downtime for clinical and administrative staff.

  • Troubleshoot hardware, software, and driver issues during deployment.

  • Document completed upgrades and update asset management systems.

  • Follow hospital compliance, privacy, and infection-control protocols.

  • Provide brief end-user support and walk-throughs following upgrade completion.

Required Qualifications

  • 2–5 years of hands-on desktop support experience.

  • Strong experience performing Windows 10/11 upgrades and system imaging.

  • Familiarity with enterprise deployment tools (SCCM, Intune, or similar).

  • Experience backing up and restoring user data.

  • Ability to work onsite in a hospital or regulated environment.

  • Strong customer service and communication skills.

  • Ability to lift and move equipment as needed.

Preferred Qualifications

  • Prior healthcare or hospital IT support experience.

  • Experience supporting clinical workstations or shared device environments.

  • Familiarity with Active Directory and user account troubleshooting.

Project Details

  • Fully onsite role.

  • Project-based engagement (timeline dependent on deployment schedule).

  • May require flexibility for early morning, evening, or weekend upgrade windows to minimize operational disruption.

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