I\'m having a hard time figuring out how to prevent Paperclip from deleting the old version of an attachment (image).
I have a model, Site, which has an attachment,
I had a similar issue with Paperclip attachments at when working on a Rails blog last summer.
There is a patch that addresses this. I wasn't able to get it working for myself, but it's worth a shot!
http://github.com/alainravet/paperclip/tree/keep_old_files