How to upgrade Windows Server 2008 R2 to a newer version?

Question

Hello,
I have some Windows Server 2008 R2 and they provide some services like Domain Controller, File Service and etc. I want to upgrade them to a newer version. Does Microsoft have the tools to do this?

Thank you.

Answer 1

You didn't say what you're upgrading to. An example for Server 2019. The two prerequisites to introducing the first 2019 domain controller are that domain functional level needs to be 2008 or higher and older sysvol FRS replication needs to have been migrated to DFSR
https://techcommunity.microsoft.com/t5/Storage-at-Microsoft/Streamlined-Migration-of-FRS-to-DFSR-SYSVOL/ba-p/425405

I'd use dcdiag / repadmin tools to verify health correcting all errors found before starting any operations. Then stand up the new 2019, patch it fully, license it, join existing domain, add active directory domain services, promote it also making it a GC (recommended), transfer FSMO roles over (optional), transfer pdc emulator role (optional), use dcdiag / repadmin tools to again verify health, when all is good you can decommission / demote old one.

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

Answer 2

how can I upgrade Windows Server 2008 R2 to Windows Server 2012?

I'd use dcdiag / repadmin tools to verify health correcting all errors found before starting any operations. Then stand up the new 2012, patch it fully, license it, join existing domain, add active directory domain services, promote it also making it a GC (recommended), transfer FSMO roles over (optional), transfer pdc emulator role (optional), use dcdiag / repadmin tools to again verify health, when all is good you can decommission / demote old one.

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