To cloud or not / upgrading DC

Small business, VM running W2K Server also acting as DC, I have one other DC replicating, planning to upgrading to 2003 enterprise. Boss steps in "go to cloud", "Network attached Storage" etc...  Does Azure allow me to install 2003 from my local, or is cloud pre-determined from a pull down menu, 20012 R2, 2016, CentOS etc. or is my thinking wrong.

I'm arguing for simple upgrade path to 2003, then to 2008 here at the office, any thoughts or amunition to defend my plan?
John CrawfordIT AdministratorAsked:
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Andrew Hancock (VMware vExpert / EE MVE^2)VMware and Virtualization ConsultantCommented:
You are talking about Windows 2000 Server, which went end of life, end of support, eight years ago.

You are going to struggle with this server.

You could import you existing VM, provide ISO media, or use Templates which exist on supported platforms, which is not 2003.

I would seriously consider it's time to upgrade, the longer you leave it the more difficult it's going to get... as your jumpsstart servers, will also be end of life.

and then it depends on how large this business is, as small, you could just re-create from new, otherwise you've got in place upgrades, and installing new servers, transferring roles etc

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John CrawfordIT AdministratorAuthor Commented:
That’s great, I’m also getting rapid fire from engineers saying “just network storage” Is that true you don’t need active directory, just go with workgroup? Oh I jest realized, the DC is also a print server, NAS can’t do print server can it?
Iamthecreator OMIT Admin/EE Solution GuideCommented:
NAS can’t do print server can it?
Depends on the NAS. There are those which can.
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Andrew Hancock (VMware vExpert / EE MVE^2)VMware and Virtualization ConsultantCommented:
It really depends how large an organization you are....

You can create accounts now on some NAS for access, and workgroup working, that do not require active directory, and you can also print direct to printers, without a print server, or some NAS can host print server....

You need to look inwards at your organization...
John CrawfordIT AdministratorAuthor Commented:
You could import you existing VM, provide ISO media, or use Templates which exist on supported platforms

Are referring to Azure or cloud based services?
Andrew Hancock (VMware vExpert / EE MVE^2)VMware and Virtualization ConsultantCommented:
John CrawfordIT AdministratorAuthor Commented:
If we wait much longer to upgrade, obtaining 2003, 2008, 2012 with support will not be possible. Other best solution is to start with 2012 R2 or 2016 server from scratch.
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