I guess it depends on workflow. I’d like the option. If obsidian can check for link changes on file rename it should be a simple matter to know if the attachment is linked to more than one file (don’t delete), or not (delete). I have a similar issue with an archiving workflow - a lot of my notes are work related, contain screenshots. When the project is done and I delete or archive the note I’d love the option to clean the clutter out of the attachments folder either by deleting the attachments, or moving them to a nested Attachments folder in the archive.