By default, macOS installers just install the files included in a package.  For macOS Python installer packages, the problem arises if a particular file is deleted or renamed in a maintenance release and a user has already installed an earlier version of that release family.  It's possible for a post-install script to be added to the macOS installer to deal with particular files but that doesn't happen automatically.  On Linux and other OSes, it would depend how the third-party distributor's packaging system works; some would detect a changed or missing file name, some likely wouldn't.  And there's always the possibility that third-party packages or users are using or modifying standard library files.  It's just best to avoid the problem altogether unless there is some really compelling reason.  Of course renames or deletes for the initial release of a feature branch (e.g. 3.8.0) generally aren't a problem.