Issue with sending documents to quotes

We had a problem uploading your file
It may already exist at the destination. is the message I get from Quickfile everytime I try to upload a document to attach to an invoice, quote or estimate. ( The file uploads but refuses to send) Theres a dummy document (Microsoft 2013 word file) i’m that I would like to send to all clients but I keep getting this error. Could you please help?

Happy to look into this. I will PM you for some extra info.