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File System Security and Ownership

As a Domain Admin I have created a Share on a Windows 2008 R2 server and given a particular user Modify permission to the share.  He has recently moved data from another system under this Share and when he does the Ownership changes to Unknown and I have to override it to reinstate the Administrator.  How does this happen when the top-level down is supposed to continue to inherit permissions?

Also, is there a way to have anything he moves under the share automatically inherit the permissions from the parent without having to force it?
Microsoft Server OSWindows Server 2008

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8/22/2022 - Mon
Paul MacDonald

How, specifically, does he perform the move?

I moves a folder via My Computer from another area on the same server.

Sorry for the typo - "HE" moves a folder...
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James Murphy
Paul MacDonald

Same drive/partition or different?

Does he own the original files?

Same Drive and Partion as well as same parent folder.  The source and destination folders are 1 level down from the parent and Administrators owns the source files.
Paul MacDonald

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The Administrators, Domain Admins have Full permission.  So Copying on the same partition or in general will take on the paermissions of the parent?
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Paul MacDonald

Yes, but it seems like it shouldn't matter.  It's worth trying though.

Are the files encrypted, either at the source or destination?

No encryption at all...