I know there’s another thread about this, but I’m starting my own since there wasn’t any resolution in that one and some other topics were covered.
Choosing to delete files from a front end user account deletes them off that person’s file list and off the user files list for WordPress admin. It does not, in any case, delete them from the server.
Choosing to delete files in a user account from WordPress admin has mixed results. It deletes zips and pdfs. It doesn’t delete jpg image files, including the image files generated for a pdf upload.
Please look into this and let us know when it’s fixed, since this isn’t acceptable.