how to copy 2008 server contents to azure

Iron Contributor



We have 50+ windows 2008 server across the globe. These server used as file share with the user depending on permissions. We want to move these server to Azure and wants to provide access to the users depending on permission on user local machine, so he can see only those files and folder where he was having same kind of File Share Permissions. Later we want to decommission the servers. Our AD is already synchronized with Office 365. Server might have various kind of files with different size of files.


Please advise what is the best way to migrate the contents and allow the access to the end users.



3 Replies

@Avian 1 

You can migrate VMs to Azure using ASR


But you must consider the support for windows server 2008 as mentioned below 


Officially microsoft doesn't support for windows server 2008. Minimum version supported was 2008 R2.

"For versions that are earlier than Windows Server 2008 R2, there is no Azure Marketplace support, and customers must provide their own images. The ability to deploy an operating system on Microsoft Azure is independent of the support status of the operating system. Microsoft does not support operating systems that are past their End of Support date without a Custom Support Agreement (CSA). For example, Windows Server 2003/2003 R2 is no longer supported without a CSA."

Keep in mind that Azure AD is not a direct replacement for your local AD. You will have to have some sort of connectivity back to on premises to support your current identities. That could be an express route or VPN gateway.


Azure site recovery is going to be the best way to replicate and fail over into Azure any physical or virtual vm short of just uploading the VHD and creating a vm from that.


Another way to approach this is to use DFS and upgrade your OS to a more current version. To accomplish this you would deploy new VM's in Azure and create sync groups to slowly move all the file shares to Azure. Once they are fully synced you can change share names and use your local DNS to repoint file shares.


Hopefully that is insightful.

@Avian 1 

@Avian 1 You can migrate your on-perm environment to azure using Azure Site Recovery services.

Please check below Link, you will get all details.