Hi,
Current Skim always asks below before auto reload, when documentHasEdits == YES.
The PDF file has changed on disk. If you reload, your changes will be lost. Do you want to reload this document now?
I think it would be nice if there is a hidden option for auto reload even if documentHasEdits == YES.
It would be useful, if users follow below workflow (embed annotations to PDF and reload. currently users must allow reloading every time).
https://apple.stackexchange.com/questions/79429/make-skim-save-pdfs-with-embedded-notes-by-default
No, we don't do that, as it can lead to data loss, without the user having any say. See (many) earlier discussions.