I am running Windows XP with a Western Digital Firewire (swapped out from an OrangeLink+). I have MC v9.0.109 and plugin 9.0.1. In MC, I can see all the music folders (artist, album etc) but in Explorer I just see calender and contacts.
When I drag and drop songs to the iPod in MC it works but if I select more than one song or try to synch I get a "File upload error transfering..." then it lists the file names. I can then individually select those songs and with some success (if i keep trying I can get by the error) transfer them over individually. I found that I had duplicate song files at one point on my PC so deleted all dups which seemed to help for a short time but now I'm back to the same problem.
If I attempt the to move a group of songs in Explorer, it will give me a CRC error on random songs. I can then go back and and individually select those songs and transfer them over without an error. It just stores them at the root and I cannot hear them on the iPod. I don't know if these two things are related but I thought I would mention it.
It will bring songs into the iPod so I know there's a connection but there has to be a better way. I have searched here and Ipod Lounge but cannot find any suggestions to this problem.