I'm dealing with the issue that Flies are not reparented on merges for Contact. As a workaround, I thought I could share a File with another Contact in Lightning, but I don't see the option in Files. Is there a permission that is missing?
Here is the idea of the file not reparenting issue. Salesforce said it will be fixed Summer 18 (Safe Harbor). https://success.salesforce.com/ideaView?id=0873A000000E7LCQA0
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That's the app we are already using. Ran into trigger errors on some users. Seems to be related to the user doing the merge doesn't have Collaborator access on the files.