I made visible the "Difference Type" field and noticed that these items report the difference-type to be "Parent folder ignored", I'm not sure how to interpret this, so I'll describe the scenario for these particular files. The source-view has a new sub-folder that the target-view doesn't have. Within this sub-folder, there are several new files. Within the merge-wizard, it is these new files that are marked ignored. What's interesting is that there are other new sub-folders within the source-view that did successfully (and automatically) merge to the "Share" state, just not this one particularly stubborn folder, for some reason...
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