I have been running our K12 Secondary schools website on Squarespace now for 5+ years and I wish they would make a semi-decent file manager.
We must have 100's if not 1000's of old PDF's, DOC's and PPT's but no way to manage/delete these in bulk and I'm sure they are clogging up Squarespace storage along with making our storage slow of browse when linking.
I am not prepared to sit their deleting individual files via the link editor as that's just stupid for our volume.
Maybe one day they will do us all a favour and extend the file manager to support any file type not just media file types.