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Windows Server 2016 end of life assessment

Windows Server 2016 support ends on 12/01/2027.
Know what to do with every server.

We review each Windows Server and SQL Server 2016 system you run and give you a costed plan for each one: upgrade, move, retire or protect. Fixed price, agreed in writing before we start.

Book a free 30-minute call See prices

Why it matters

12/01/2027Windows Server 2016 receives its last security update from Microsoft.
14/07/2026SQL Server 2016 support has already ended.
After these dates the server keeps running, but new security weaknesses are no longer fixed. Unsupported software also fails the Cyber Essentials requirements, which many customers and public bodies now ask their suppliers for.

Source: Microsoft Lifecycle Policy, learn.microsoft.com.

What we look at, server by server

  1. What the server does and which applications run on it
  2. Which other systems and people depend on it
  3. Hardware age and whether it can run a supported version
  4. Licences you already hold
  5. Backups and how you would recover it
  6. Who owns it and who supports it today

Four options for each server

Upgrade: move to a supported version of Windows Server on the same or new hardware.
Move: move the application to a new server or to the cloud.
Retire: switch it off safely when nothing important still needs it.
Protect: buy Microsoft's paid Extended Security Updates to gain time, where you qualify, while a longer plan is carried out.

How it works

  1. 1

    Free 30-minute call.

    We agree the scope and the number of servers, and confirm the fixed price in writing.

  2. 2

    Read-only information gathering.

    Your IT team or provider runs the checks we supply, or gives us read-only access. We never ask for passwords.

  3. 3

    Your costed plan.

    A written report with one recommendation per server, the approximate cost of each option and the order to do the work in.

  4. 4

    Walk-through call.

    We go through the plan with you and answer questions.

Report delivered within 5 working days for up to 3 servers, 10 working days for up to 15, from the day we receive the information.

Prices

Introductory price until 31/12/2026

SizeIntroductory priceNormal price
Up to 3 servers£995£1,500
Up to 15 servers£2,995£4,500
More than 15 serversPriced after a free 30-minute call

For comparison: a UK SME assessment with a written report typically costs £2,000 to £7,500 (Security Boulevard, October 2026).

Sayah Consulting is not VAT registered, so no VAT is added.

What is includedEvery in-scope server reviewed against the six points aboveA costed recommendation for each serverWritten report in plain EnglishWalk-through call
Not includedCarrying out the upgrade or move (we can quote for this separately after the assessment)Software licences and Extended Security Updates, which you buy from Microsoft or your licensing partnerServers other than Windows Server and SQL Server

Questions

Will my server stop working on 12/01/2027?No. It keeps running, but Microsoft stops fixing new security weaknesses.
Do you need administrator access?No. Read-only information is enough, and we never ask for passwords.
Can you do the upgrade too?Yes. After the assessment we can quote a fixed price for the work, or hand the plan to your own IT provider.
Is this the same as Cyber Essentials?No. It helps with one of the Cyber Essentials requirements (supported software). Our Cyber Essentials readiness service covers the rest.

Know what to do with every server.

Book a free 30-minute call
Sayah Consulting