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Upgrading Windows Server 2008 - Need advice

Asked by slappyJmarsden,

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slappyJmarsden

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Posted (edited)

I have a Dell PowerEdge T310 Sever running Microsoft Windows Server 2008 R2 Standard.

 

Can somebody give me advice as to which Server software that I should upgrade to? Just like Windows 7 this software will also not be supported by Microsoft after January 2020.

 

Can I just download a newer version and update over top or do I have to start from scratch?

 

Can I go from Windows Server 2008 R2 to Windows Server 2019?

 

Thanks

Edited by slappyJmarsden
Need to add more info

11 answers to this question

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Community Regular

slappyJmarsden

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I have all the files unpacked from the ISO image file and ready to go on the local hard drive.

 

The goal is to update from 2008 to 2012 for now. I am assuming that Microsoft will support the 2012 version for at least a few more years.

 

Thanks for the tips. 👍

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Grand Master

+BudMan MVC

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The extended support date of 2012r2 is 10/10/2023

 

But mainstream support ended for it as well in 2018.. You really should look to get with a current mainstream supported version.

https://support.microsoft.com/en-us/lifecycle/search?alpha=windows server 2012

 

Mainstream support for 2016 goes until 1/11/2022

 

A T310, those came out in what 2010.. Prob time to be looking for some current hardware as well ;)

 

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Community Regular

slappyJmarsden

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  • Author
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This is what I get when trying to install...

 

Windows Server 2008 cannot be upgraded to Windows Server 2012 R2 Standard Evaluation (Server with a GUI).

 

Is there any way of getting around this issue without having to fresh install and lose all my programs and settings?

 

If I decide to wipe all files and just do a clean install of the evaluation version how do I enter my license key from the 2008 version?

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Community Regular

slappyJmarsden

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Ok, so let me get this straight. There is no 2012 upgrade version that will carry over my 2008 version license???

 

Options:

 

1. Install the downloaded evaluation version, install from scratch and purchase a new license? Any idea how much it costs for a new license?

2. Buy a Windows Server 2012 Standard disc (cheapest I have seen is about $300 on Amazon.ca)

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Grand Master

+BudMan MVC

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7 hours ago, sc302 said:

300 seams cheap, really cheap, illegal cheap

hehehe... So I just did a search on amazon.. I find it for 882 -- this links to Microsoft Store

linktostore.thumb.png.37e261a4a1dfd002bd543080e2221aeb.png

 

msstore.thumb.png.87a0625e8d2c6c28f6fdfa6a64ce2716.png

 

 

While this item - links to "MS", which gives 404 ;)

 

MSlink.thumb.png.df97346399700ce695c47814cd589e8c.png

 

I would make SURE you know what your buying and from where is my suggestion..

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Community Regular

slappyJmarsden

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Found a copy for $132.82 Canadian Funds

 

https://pcmarket-online.com/operating-systems/windows-server-2012-standard-r2-download?SubmitCurrency=1&id_currency=3&gclid=CjwKCAjwg-DpBRBbEiwAEV1_-KE8A7TRaRLi6K1T9jdef89QY-isWexOSavzax6f6IjZo83ecsxbDRoCLUkQAvD_BwE

windows-server-2012.gif

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