Creative Zen 20 GB Portable Media Center
I have recently bought the Creative Zen media player and have found it good at times and bad at others.  I am very familiar and use windows and windows media player 10.  Transferring content is easy because the WMP10 converts any file that may need conversion.  Of course, video files which are not WMV will take longer since video files are much larger than audio files.  Drawbacks are that the screen lcd is not viewable from any angle, which means you either have to be in front of the device or otherwise you