I have an HP printer connected to my Ubuntu 11.10 machine. I have 2 other Windows computers (Win7/Vista). Both of these Windows computers can view, install, and print a test page to the shared Ubuntu printer. The Windows computers cannot print anything to the Ubuntu printer except the test page under properties or during install. I have tried word and pdf files.
In Linux stop sharing the printer through Samba.
Share it through CUPS instead: go to http://localhost:631/ and there will be spoe "Share printers" checkbox.
On Windows add a Network printer, and don't search for it; add manually this address:
printer_name is the name shown in the CUPS Web interface for your printer.
You will be prompted to choose the proper model and a driver will be installed. That's it.
Unlike Samba, advanced feature also work now.
In the print dialog go to: Preferences->Document Options->Advanced Printing Settings-> select "DISABLED" (a drop-box)
It's a HP driver on Microsoft thing.
I have the F2280 (HP Deskjet F2200 Series). Had to disable 2-up printing on an 8-page PDF.
If he's already printed a test page you can bet samba is already installed. What you may want to play around with is the encoding/protocol. I think you may have to send print jobs in RAW format, or try one of the other formats it offers. I'm pretty sure that is where your problem will lay.