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Windows 10 Upgrade Jobs (NOW HIRING)

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

$106K - $145K/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 ...

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IT Upgrade Technician (WIN 11)

Hudson, NH · On-site

$35/hr

Candidates must have prior Windows 11 upgrade experience and be comfortable working independently ... This will be a contract opportunity (8-10 weeks) The offering pay is $35/hr. Onsite: M-F ...

InterSources Inc

Network Engineer

Tallahassee, FL · On-site

Knowledge of Windows 10, Windows 11, Windows Server 2013 and 2018 and client software used to ... Strong network troubleshooting skills. • Strong knowledge in developing upgrade and ...

FutureSoft Consulting Inc

Desktop Support Technician

PA · On-site

$19.25 - $24.50/hr

Install, configure, upgrade, and maintain Windows desktops, laptops, operating systems, utilities, and business applications. Support Windows 10 upgrades, workstation refreshes, computer replacements ...

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Windows 10 Upgrade information

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$10

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$67

How much do windows 10 upgrade jobs pay per hour?

As of Jun 21, 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:
What job categories do people searching Windows 10 Upgrade jobs look for? The top searched job categories for Windows 10 Upgrade jobs are:
Windows 10 Upgrade jobs near you
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.
Deskside Support Technician

Deskside Support Technician

SEBENZA

Washington, DC • On-site

$60K - $80K/yr

Full-time

Posted 15 days ago

Job description

Sebenza LLC is a woman owned small business operating out of Tysons' Corner VA. We currently have an opening for a Systems Administrator to support our client in the DMV area. We currently have an opening for a Desktop Engineer to support our contract in Washington, DC.

The following are the required tasks that are expected for this position; other duties may be required as they are assigned.

  • Provide Tier 1 & 2 desktop user support
  • Onsite role, deskside support technician L2
  • Drive high level of customer service and satisfaction.
  • Manage incident and service request queues to ensure SLAs are met.
  • Deploy IT assets to office-based users and coordinate courier/shipping for remote users
  • Provide hands on resolution of 1st to 3rd line software and hardware incidents where required.
  • Work with offshore capabilities to deliver efficient and effective service.
  • Manage IT hardware inventory.
  • Track and manage IT assets in asset management system.
  • Fulfill service requests for varied IT equipment.
  • Drive compliance to internal and external processes and standards
  • Baseline desktop support (Windows 7 & Windows 10) and the Microsoft Office Suite.
  • Perform network printer/Multi-Function Device installs, upgrades & problem diagnosis.
  • Install workstation software and hardware- locally and via remote.
  • Diagnose and resolve LAN configuration problems.
  • Evaluate and diagnose cabling, software, and hardware problems.
  • Install and support of telecommunications hardware.
  • Basic LAN troubleshooting skills/tools – TCP/IP, Trace-route, NBSTAT, PING, or other duties as assigned
  • Email User support
  • Data backup and restoration
  • Provide technical support for webcast/video teleconferences
  • Security patches and software upgrade surge support
  • Support technology upgrades – both hardware and software.
  • Provide problem tracking support (CA ServiceDesk) – end-user desktop/server support.
  • Perform field office visits.
  • Perform root cause analysis.
  • Perform desktop/server decommissioning.
  • Documentation of standard IT processes and procedures.

Required skills:

  • 5 to 7 years of experience
  • Microsoft 365/Office 365 cloud infrastructures
  • IT asset management
  • Windows 10/11 client OS and native windows application and tools
  • Relevant Microsoft Certifications
  • 100% Onsite