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I recently built a PC with the intention of using it as a small office server for transfering files and accesing data remotely.

Specs: 

Core i5 7500

H270 MoBo

32 GB RAM

2x 1 TB HDD's in RAID 1

1x 128 GB SSD for the OS and cacheing

 

The question is whether I'll have any trouble or unexpected issues using Windows Server 2008, since the software and network guy only has licenses for Win Server 2008 and he's the one who is gonna set up the whole deal.

 

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https://linustechtips.com/topic/815401-win-server-2008-kaby-lake/
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If you are only using it as a nas, i would use an os like Rockstor or FreeNAS. But to answer your question, you may. People who try to install windows 7 on kaby lake sometimes run into issues, and because win server 2008 is based on windows vista and win server 2008 r2 is based on windows 7, its very likely you will have problems. Plus windows server 2008 was discontenued by Microsoft meaning that there are no more security updates, therfor i do not recomend using it.

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I don't think that the "Kaby Lake and later is only supported on Windows 10" applies to server versions of Windows. I've seen videos of Windows Server 2012 R2 running an AMD Epyc and Intel Skylake-SP processors. You shouldn't use Windows Server 2008 because it is no longer supported. Instead you should use Windows Server 2008 R2 or later. 

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