So I recently setup a headless print/media server using Ubuntu 14.04 on my home network. I can't seem to get PDFs to print using one of my Win 7 laptops. I've tried printing them from the web, and from Adobe Reader XI. I can print PDFs from another Win7 laptop, and I can print if I move the PDF to the server. It's not one specific PDF, I've tried several. Any other file types seem to print fine. (text, word, img, etc) It's a Canon MP250, connected via USB to the Ubuntu server. There's zero errors in the CUPS error log, and the page log and access log don't show any requests for the PDFs from the laptop in question.
So do I have a CUPS issue, or do I have a Win 7 issue?