Some people have reported glitches like this with Windows Media Player. I don’t know the explanation, but WMP and MTP mode are made to be able to send hidden information–DRM codes–and maybe something slips out.
I’d suggest using a different ripper (Media Monkey is a great alternative to Windows Media Player, www.mediamonkey.com ) and checking the tags in mp3tag (a better tag editor than WMP). Set the default in mp3tag under Tools/Options/Tags/Mpeg to Write ID3v2.3 ISO-8859-1 and save it. Put the unit in MSC mode, get rid of the goofy folders, drag your newly ripped files over and see if it makes a difference.
Unless you have files with DRM–Rhapsody to Go, Napster, library audiobooks from Overdrive or NetLibrary–you are better off in MSC mode, which is more straightforward. Media Monkey can sync playlists in MSC mode.
If you find you like Media Monkey, search the forums (or Google) for lame_enc.dll, a file you need to replace in the free Media Monkey so your LAME mp3 encoder is permanent instead of a trial. You download a zip file from Lame, unzip it, get lame_enc.dll and use it to replace the one in C:/Program Files/Media Monkey.
Message Edited by Black-Rectangle on 12-15-2009 10:25 PM