Upgrade path from Server 2008 R2 Enterprise to 2016 Ess

Howard Snyder 21 Reputation points
2021-10-11T19:50:01.583+00:00

Why is it so hard to get someone from MS to answer a direct question? They want a support contract to answer anything aside from "What is your name?"! All I want to know is what is the correct upgrade path for a Windows Server 2008 R2 Enterprise to Windows Server 2016 Essentials? I want to by their product and they still want a support contract just to answer that question! Talk about customer NON-SERVICE... I just they just got so big they really don't care anymore... Heck I can't even select the version of software that I'm having an issue with.... The drop down only deals with workstation software!

If I'm in the wrong place to both voice my frustration and get a Server related question answered, can someone guide me to that site without a service contract?

Windows Server 2016
Windows Server 2016
A Microsoft server operating system that supports enterprise-level management updated to data storage.
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Accepted answer
  1. Limitless Technology 39,786 Reputation points
    2021-10-14T19:27:33.557+00:00

    Hello,

    Without a clean install, Windows 2008 servers cannot upgrade straight to 2016. You must first upgrade to 2012 and then upgrade to 2016.


    --If the reply is helpful, please Upvote and Accept as answer--

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3 additional answers

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  1. Anonymous
    2021-10-11T20:07:02.2+00:00

    There is no in-place upgrade supported path from 2008 R2 to 2016, but you really would not want to do this anyway because of risks / corruption carry forward.

    You can follow along here.
    https://learn.microsoft.com/en-us/windows-server-essentials/migrate/step-1--prepare-your-source-server-for-windows-server-essentials-migration

    --please don't forget to upvote and Accept as answer if the reply is helpful--


  2. Anonymous
    2021-10-11T20:10:33.307+00:00

    You can follow along here.
    https://learn.microsoft.com/en-us/windows-server-essentials/migrate/step-1--prepare-your-source-server-for-windows-server-essentials-migration

    --please don't forget to upvote and Accept as answer if the reply is helpful--


  3. Anonymous
    2021-10-12T18:36:59.347+00:00

    Sounds good, more info here.
    https://learn.microsoft.com/en-us/windows-server-essentials/migrate/migrate-windows-small-business-server-2008-to-windows-server-essentials

    --please don't forget to upvote and Accept as answer if the reply is helpful--


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