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How to maintain metadata while copying documents with file explorer to SharePoint Online

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I have a document library in SharePoint Online where I have copied two files from file explorer. After upload, I tag the documents with some custom metadata:

The problem occurs when I overwrite these documents with new versions from file explorer. Some documents maintain their metadata, while other gets their metadata blanked out:

What is causing this behaviour? Is it possible to make sure that the new versions maintain their existing metadata? We are planning to migrate a lot of documents this way and it would easy the process if we were enable to keep the metadata.


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