Just out of curiousity, what OS is hosting the Rails application?

And as a quick test, comment out the validates_as_attachment in your 
Cover class, and try it again... that should tell you if its the 
validation that is causing the save to fail.

If I recall, there are a number of tweaks out on the web to correct an 
issue with the validation... something akin to resetting the file/data 
pointer for reading the uploaded file, but this is all vague 
recollection from about a year ago for me.
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