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Non-Adobe PDF creation path troubles

I've been having some problems with PDF uploading:
1. I use a non-Adobe PDF creation path. What I do is use PDFCreator, a PDF-making virtual printer driver, to make individual pages, then I stitch them together into a single PDF using a command-line tool called pdftk. Oddly, my first attempt a couple weeks ago, which had 8.5 x 11 art, printed fine and without errors (although stuff was cut off the edges).
The resulting file looks okay in Adobe Reader, and I even managed to get the margins correct (which is done in Advanced Printer Properties), but it complains about an improper bleed. I don't see any bleed settings that I can change in my creation path.
2. It looks as if it might, if uploading a new file over an old one that had errors, not update the error report? I've found that I've had to delete the old issue and create it again to get the error report to acknowledge the new file. This might be fluke behavior, but still\, figured I'd mention it.
 
silly I’m frustrated
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