I suggest you try with the latest beta of 4.0.5: http://www.mediamonkey.com/wiki/index.php/WebHelp:iPod_Synchronization/4.0 and if it still fails send a debug log (step 4b) with the debug version of the latest beta to support: http://www.mediamonkey.com/forum/viewtopic.php?f=6&t=341 Thanks ...

Trying to get rid of iTunes as my last piece of Apple software( already sold the hardware and went Android :) ) Tried out a lot of media player options and MediaMonkey seems by far the best. I setup my device to sync as a Generic USB device, set the device drive and label, Media Monkey picks it up ...

This is great, just sold my last piece of Apple hardware, and hoping this helps get rid of iTunes, then I'll be 100% Android set Thanks for the great work!