(first post, The beginning)
Well i have been having the same kinda problems.
Its kinda a hit or miss thing with my Zune. Some file convert well, others... alittle wierd, and others ERROR!
On the bright side. If for some reason 90% of your files break on you there is a way to get them on your Zune Regardless of its format. Although as i speak I am working on this, it is rather simple. Open your Windows Movie maker, import the video file, then save/export it to WMV. Now whether or not there is more converting after that *shrugs* beats me. But If anyone is on I will edit my post as I progress through this annoying process.
-vash
P.S. Only the Video formats that are defined in the hack will work with this as well. Avi, mpeg...etc etc