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Windows 10 Upgrade Jobs (NOW HIRING)

Desktop Support Technician

Vincennes, IN · On-site

$17.50 - $22.25/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 ...

Desktop Support Technician

Vincennes, IN · On-site

$17.50 - $22.25/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 ...

Desktop Support Technician

Vincennes, IN · On-site

$17.50 - $22.25/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 ...

We are seeking experienced and professional Windows 11 Deployment Technicians to support a large ... This will be a contract opportunity (8-10 weeks) The offering pay is $35/hr. Onsite: M-F ...

Connection has a fantastic opportunity through our Technical Staffing division for a Windows 11 ... This will be a contract opportunity (8-10 weeks) The offering pay is $35/hr. Onsite: M-F ...

... Windows 10) and the Microsoft Office Suite; • Perform network printer/Multi-Function Device ... upgrade surge support • Support technology upgrades - both hardware and software; • Provide ...

We are seeking experienced and professional Windows 11 Deployment Technicians to support a large ... This will be a contract opportunity (8-10 weeks) The offering pay is $35/hr. Onsite: M-F ...

We are seeking experienced and professional Windows 11 Deployment Technicians to support a large ... This will be a contract opportunity (8-10 weeks) The offering pay is $35/hr. Onsite: M-F ...

We are seeking experienced and professional Windows 11 Deployment Technicians to support a large ... This will be a contract opportunity (8-10 weeks) The offering pay is $35/hr. Onsite: M-F ...

Experience with Windows 10 to Windows 11 migration, upgrade, deployment, and refresh projects * Experience imaging, upgrading, deploying, and replacing PCs * Basic understanding of Active Directory ...

Lead the Windows 11 Upgrade: Migrate workstations from Windows 10 to Windows 11 using SCCM and endpoint management tools. * Refresh & Replace Devices: Execute workstation swaps, validate ...

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Windows 10 Upgrade information

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$10

$55

$67

How much do windows 10 upgrade jobs pay per hour?

As of Jun 20, 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.

Can I still upgrade to Windows 11 for free?

Windows 10 users can upgrade to Windows 11 for free if their device meets the minimum hardware requirements, such as compatible processors, TPM 2.0, and Secure Boot capability. The upgrade is available through Windows Update and requires compatible hardware and a genuine Windows 10 license. As a Windows 10 upgrade specialist, ensuring device compatibility is essential before initiating the upgrade process.

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.

Is Windows 10 still safe in 2026?

As a Windows 10 upgrade specialist, it is important to note that Microsoft officially ended support for Windows 10 on October 14, 2025. Without security updates, using Windows 10 in 2026 poses increased risks, and upgrading to Windows 11 or newer versions is recommended for ongoing security and compatibility.

How much will it cost to upgrade my Windows 10 to Windows 11?

Upgrading from Windows 10 to Windows 11 is free for compatible devices that meet the system requirements, which include specific hardware features like TPM 2.0 and Secure Boot. Users can upgrade through Windows Update without additional cost, provided their device qualifies and they have a valid Windows 10 license. No additional software or hardware purchases are necessary for eligible systems.

Can you still upgrade to Windows 11 for free in 2026?

Windows 10 upgrade offers ended in 2023, and Microsoft no longer provides free upgrades to Windows 11 for new devices or existing Windows 10 PCs. As a Windows 10 upgrade specialist, it is recommended to check device compatibility and purchase a Windows 11 license if eligible, since free upgrades are unlikely after the official deadline.

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.

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.

More about Windows 10 Upgrade jobs
What are the most commonly searched types of Windows 10 Upgrade jobs? The most popular types of Windows 10 Upgrade jobs are:
What states have the most Windows 10 Upgrade jobs? States with the most job openings for Windows 10 Upgrade jobs include:
Infographic showing various Windows 10 Upgrade job openings in the United States as of June 2026, with employment types broken down into 8% Full Time, 63% Part Time, 28% Contract, and 1% Nights. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution, with an average salary of $116,200 per year, or $55.9 per hour.

Desktop Support Technician - Trenton, NJ - Onsite

STI

Trenton, NJ • On-site

$20.25 - $25.75/hr

Full-time

Posted 25 days ago


Job description

Desktop Support Technician
Trenton, NJ - Onsite
Long-term
NJDOE IT needs to upgrade all systems to Windows 11, to image devices, install software upgrades, set up automatic upgrades and troubleshoot. Also, will need to configure and rollout new dives to replace EOL equipment.
Responsibilities:
Hardware inventory management
Equipment imaging
Software installation
Windows 11 upgrades
Rollout equipment
User migration
Hardware/software troubleshooting and maintenance
Other duties as assigned by supervisor
Knowledge of PC/Laptop hardware, MFD (Xerox preferably), Windows 10/11 OS, Microsoft Office suite desktop applications, MS365 web applications, SCCMimaging technologies, communication skills.