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#1
Somehow you have a volume license of Windows 10 that has been activated through a KMS server. When this happens, your copy of Windows must "check in" with the KMS server it activated on every few months. You start receiving this message after a period of time with no access to the KMS server.
Post a screenshot of slmgr.vbs /dlv run from command prompt.
Sometimes Windows says activated when in fact it's in the grace period... having said that, I haven't heard of a Pro VL key being installed automatically (there was such an issue with Home on 10240 doing this, however)
PS: When you say installed through root, you mean running setup.exe from within th eold OS? In that case, how was that activated and from where did that install media originate?