Windows 10 and Server 2016 are running out of runway.
Inventory, readiness checks, and a managed path to supported Windows 11 PCs and modern servers or cloud.
The problem
Windows 10 reached end of support on October 14, 2025. Extended Security Updates give a paid, security-only bridge and are time-limited. Windows Server 2016 reaches end of support on January 12, 2027. Running unsupported systems raises security, insurance, and compliance risk.
Dates verified against Microsoft announcements as of October 2026; confirm current terms with Microsoft.
What you get
- Inventory of every computer and server
- Windows 11 readiness check
- Recommendation per device (upgrade, replace, or protect temporarily with ESU)
- Transparent hardware quotes
- Data-preserving migration and new-device setup
- Windows Server upgrade or cloud migration plan
- After-hours scheduling option
- Documentation of the final fleet
How it works
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Step 1
Inventory
List every PC and server with OS version and critical apps.
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Step 2
Plan
Decide upgrade, replace, or temporary ESU per device.
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Step 3
Migrate
Preserve data, set up new systems, and verify line-of-business apps.
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Step 4
Document
Leave an asset list and admin notes for the next cycle.
Who it is for
Any business still on Windows 10 PCs or Windows Server 2016 that needs a clear, scheduled path forward.
Frequently asked questions
What happens if we stay on Windows 10?
No more free security updates from Microsoft. Risk rises for breaches, insurance questionnaires, and software that stops supporting old OS versions.
Can every PC run Windows 11?
No. Some lack TPM or supported CPUs. We recommend upgrade, replace, or temporary ESU case by case.
Is ESU worth buying?
Sometimes as a short bridge for a few machines. It is not a long-term strategy.
What about old line-of-business software?
We test critical apps early. If something only runs on older Windows, we plan alternatives or isolation before cutover.
Can you do this after hours?
Yes. Many fleet upgrades are scheduled evenings or weekends to reduce disruption.
Not sure where to start?
Book a free 30-minute IT checkup. We will look at your email, backups, network, and security, and tell you plainly what matters and what does not.